79868-78-3 ((S)-2-氨基-1,1,3-三苯基-1-丙醇,(S)-2-Amino-1,1,3-triphenylpropan-1-ol)

86906-05-0

反应条件：

1.1 Catalysts: Palladium(2+), bis[1,1′-(1S)-[1,1′-binaphthalene]-2,2′-diylbis[1,1-diphenylphosp… Solvents: Chloroform-d ; rt

参考文献：

Chiral Discrimination by a Binuclear Pd Complex Sensor Using 31P{1H} NMR

Chen, Zhongxiang; et al, Analytical Chemistry (Washington, 2019, 91(22), 14591-14596

合成路线：1 步

3081-24-1

_81%

反应条件：

1.1 Reagents: Magnesium Solvents: Diethyl ether ; 30 min, reflux; 1 h, reflux; reflux → 0 °C
1.2 Solvents: Diethyl ether ; 0 °C; 2 h, reflux
1.3 Reagents: Ammonium chloride Solvents: Water ; 0 °C

参考文献：

Enantioselective and Regioselective Friedel-Crafts Alkylation of Pyrroles with Nitroalkenes Catalyzed by a Tridentate Schiff Base-Copper Complex

Guo, Fengfeng; et al, Chemistry - A European Journal, 2011, 17(40), 11127-11130

合成路线：1 步

3081-24-1

_81%

反应条件：

1.1 Reagents: Magnesium Solvents: Diethyl ether ; heated; 0.5 h, reflux
1.2 Solvents: Diethyl ether ; 0.5 h, reflux; reflux → 0 °C
1.3 Reagents: Ammonium chloride Solvents: Water ; 0 °C

参考文献：

Asymmetric Henry reaction catalyzed by a copper tridentate chiral schiff-base complex

Lai, Guoyin; et al, Tetrahedron: Asymmetry, 2008, 19(15), 1813-1819

合成路线：1 步

_65%

反应条件：

1.1 Solvents: Diethyl ether ; 0 °C; overnight, rt

参考文献：

Asymmetric Epoxidation of Chalcones Promoted by Chiral Schiff Bases and Amino Alcohols

Shen, Tianhua; et al, Journal of the Chemical Society of Pakistan, 2013, 35(5), 1356-1360

合成路线：1 步

_65%

反应条件：

1.1 Solvents: Diethyl ether ; 0 °C; overnight, rt
1.2 Reagents: Ammonium chloride Solvents: Water ; cooled

参考文献：

Asymmetric Henry reaction catalyzed by Cu(I)-based chiral amino alcohol complex

Shen, Tianhua; et al, Turkish Journal of Chemistry, 2013, 37(6), 966-977

合成路线：1 步

3182-93-2

_70%

反应条件：

1.1 Solvents: Diethyl ether

参考文献：

Redox Enantioselective Catalysis: Generation and Reactivity of Oxo-Radical Anions through Chiral Titanium Complexes

Courmarcel, James, 2003, , ,

合成路线：1 步

3182-93-2

_50%

参考文献：

A short synthesis of (S)-α-(diphenylmethyl)alkyl amines from amino acids

O'Hagan, David; et al, Tetrahedron: Asymmetry, 1999, 10(6), 1189-1192

合成路线：1 步

3182-93-2

_50%

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Diethyl ether
1.2 Solvents: Diethyl ether
1.3 Solvents: Water

参考文献：

A useful modification of the Evans auxiliary. 4-Isopropyl-5,5-diphenyloxazolidin-2-one

Hintermann, Tobias; et al, Helvetica Chimica Acta, 1998, 81(11), 2093-2126

合成路线：1 步

_70%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; -30 °C → rt; 2 h, reflux
1.2 Solvents: Tetrahydrofuran

参考文献：

The use of bifunctional catalyst systems in the asymmetric addition of alkynylzinc to aldehydes

Kang, Yong-Feng; et al, Tetrahedron: Asymmetry, 2004, 15(19), 3155-3159

合成路线：1 步

_55%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; overnight, rt
1.2 Reagents: Potassium carbonate Solvents: Water ; 0 °C; 10 min, 0 °C
1.3 Solvents: Diethyl ether ; 1 h, rt; overnight, reflux

参考文献：

Amphidinolides F and C2: An Odyssey in Total Synthesis

Ferrie, Laurent; et al, Journal of Organic Chemistry, 2022, 87(2), 1110-1123

合成路线：1 步

_55%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; overnight, rt
1.2 Reagents: Potassium carbonate Solvents: Dichloromethane , Water ; 10 min, 0 °C
1.3 Solvents: Diethyl ether ; 1 h, rt; overnight, reflux

参考文献：

Total Synthesis of the Marine Macrolide Amphidinolide F

Ferrie, Laurent; et al, Organic Letters, 2018, 20(11), 3192-3196

合成路线：1 步

_62%

反应条件：

1.1 Reagents: Magnesium Solvents: Tetrahydrofuran ; rt
1.2 8 h, cooled
1.3 Reagents: Ammonium chloride Solvents: Water

参考文献：

Synthesis of chiral amino alcohol palladium(II) complexes

Bai, Haiyu; et al, Huagong Shikan, 2008, 22(3), 5-6

合成路线：1 步

_61%

反应条件：

1.1 Solvents: Diethyl ether ; rt; 18 h, 60 °C
1.2 Reagents: Water ; cooled

参考文献：

Catalytic enantioselective Steglich rearrangements using chiral N-heterocyclic carbenes

Campbell, Craig D.; et al, Tetrahedron: Asymmetry, 2011, 22(7), 797-811

合成路线：1 步

反应条件：

1.1 Solvents: Diethyl ether ; 1 h, rt; overnight, reflux

参考文献：

Amphidinolides F and C2: An Odyssey in Total Synthesis

Ferrie, Laurent; et al, Journal of Organic Chemistry, 2022, 87(2), 1110-1123

合成路线：1 步

反应条件：

1.1 Solvents: Diethyl ether ; 1 h, rt; overnight, reflux

参考文献：

Total Synthesis of the Marine Macrolide Amphidinolide F

Ferrie, Laurent; et al, Organic Letters, 2018, 20(11), 3192-3196

合成路线：1 步

反应条件：

1.1 Reagents: Magnesium Solvents: Tetrahydrofuran
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Asymmetric synthesis using chirally modified borohydrides. Part 3. Enantioselective reduction of ketones and oxime ethers with reagents prepared from borane and chiral amino alcohols

Itsuno, Shinichi; et al, Journal of the Chemical Society, 1985, (10), 2039-44

合成路线：1 步

_25%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; rt → 0 °C; 30 min, 0 °C; overnight, 0 °C → rt
1.2 Reagents: Magnesium Solvents: Diethyl ether
1.3 Solvents: Diethyl ether ; 2 h, reflux; overnight, reflux → rt
1.4 Reagents: Ammonium chloride Solvents: Water

参考文献：

Efficient resolution of 2-phenyl butyric acid

Afraz, Marcel Cyrus; et al, ARKIVOC (Gainesville, 2004, (2), 64-71

合成路线：1 步

反应条件：

1.1 Solvents: Tetrahydrofuran

参考文献：

Asymmetric synthesis using chirally modified borohydrides. Part 4. Enantioselective reduction of ketones and oxime ethers with the reagent prepared from borane and polymer-supported (S)-(-)-2-amino-3-(p-hydroxyphenyl)-1,1-diphenylpropan-1-ol

Itsuno, Shinichi; et al, Journal of the Chemical Society, 1985, (12), 2615-19

合成路线：1 步

100-59-4

反应条件：

1.1 Reagents: Sodium bicarbonate Solvents: Dimethylformamide
1.2 Solvents: Tetrahydrofuran

参考文献：

Preparation and Optimization of Polymer-Supported and Amino Alcohol Based Enantioselective Reagents and Catalysts

Luis, S. V.; et al, Industrial & Engineering Chemistry Research, 2003, 42(24), 5977-5982

合成路线：1 步

100-59-4

反应条件：

1.1 Solvents: Tetrahydrofuran ; 24 h, reflux
1.2 Solvents: Tetrahydrofuran
1.3 Reagents: Hydrochloric acid Solvents: Methanol , Dichloromethane , Water

参考文献：

Development of small focused libraries of supported amino alcohols as an efficient strategy for the optimization of enantioselective heterogeneous catalysts for the ZnEt2 addition to benzaldehyde

Isabel Burguete, M.; et al, Tetrahedron, 2003, 59(10), 1797-1804

合成路线：2 步

反应条件：

1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Diethyl ether ; rt → 0 °C; reflux; 2 h
2.1 0 °C; overnight, reflux

参考文献：

Ligand-enabled Ni-catalysed enantioconvergent intermolecular Alkyl-Alkyl cross-coupling between distinct Alkyl halides

Zhao, Wen-Tao ; et al, Nature Communications, 2023, 14(1),

合成路线：2 步

64-17-5

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Ethanol ; 0 °C; 4 h, reflux
1.2 Reagents: Sodium carbonate Solvents: Water ; pH 8 - 9
2.1 Reagents: Magnesium Solvents: Diethyl ether ; 30 min, reflux; 1 h, reflux; reflux → 0 °C
2.2 Solvents: Diethyl ether ; 0 °C; 2 h, reflux
2.3 Reagents: Ammonium chloride Solvents: Water ; 0 °C

参考文献：

Enantioselective and Regioselective Friedel-Crafts Alkylation of Pyrroles with Nitroalkenes Catalyzed by a Tridentate Schiff Base-Copper Complex

Guo, Fengfeng; et al, Chemistry - A European Journal, 2011, 17(40), 11127-11130

合成路线：2 步

64-17-5

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Ethanol ; 0 °C; 4 h, reflux
1.2 Reagents: Sodium carbonate Solvents: Water ; pH 8 - 9, rt
2.1 Reagents: Magnesium Solvents: Diethyl ether ; heated; 0.5 h, reflux
2.2 Solvents: Diethyl ether ; 0.5 h, reflux; reflux → 0 °C
2.3 Reagents: Ammonium chloride Solvents: Water ; 0 °C

参考文献：

Asymmetric Henry reaction catalyzed by a copper tridentate chiral schiff-base complex

Lai, Guoyin; et al, Tetrahedron: Asymmetry, 2008, 19(15), 1813-1819

合成路线：2 步

64-17-5

反应条件：

1.1 Reagents: Thionyl chloride
2.1 Solvents: Diethyl ether

参考文献：

Redox Enantioselective Catalysis: Generation and Reactivity of Oxo-Radical Anions through Chiral Titanium Complexes

Courmarcel, James, 2003, , ,

合成路线：2 步

67-56-1

反应条件：

1.1 Reagents: Thionyl chloride ; 0 °C; 16 h, rt
2.1 Solvents: Diethyl ether ; 0 °C; 24 h, rt

参考文献：

Thiourea fused γ-amino alcohol organocatalysts for asymmetric Mannich reaction of β-keto active methylene compounds with imines

Nomura, Miku; et al, RSC Advances, 2023, 13(6), 3715-3722

合成路线：2 步

67-56-1

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; overnight, rt
1.2 Reagents: Potassium carbonate Solvents: Water ; 0 °C; 10 min, 0 °C
2.1 Solvents: Diethyl ether ; 1 h, rt; overnight, reflux

参考文献：

Amphidinolides F and C2: An Odyssey in Total Synthesis

Ferrie, Laurent; et al, Journal of Organic Chemistry, 2022, 87(2), 1110-1123

合成路线：2 步

67-56-1

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; overnight, rt
1.2 Reagents: Potassium carbonate Solvents: Dichloromethane , Water ; 10 min, 0 °C
2.1 Solvents: Diethyl ether ; 1 h, rt; overnight, reflux

参考文献：

Total Synthesis of the Marine Macrolide Amphidinolide F

Ferrie, Laurent; et al, Organic Letters, 2018, 20(11), 3192-3196

合成路线：2 步

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Diethyl ether , Water ; rt
2.1 Solvents: Diethyl ether ; rt; 18 h, 60 °C
2.2 Reagents: Water ; cooled

参考文献：

Catalytic enantioselective Steglich rearrangements using chiral N-heterocyclic carbenes

Campbell, Craig D.; et al, Tetrahedron: Asymmetry, 2011, 22(7), 797-811

合成路线：2 步