95582-17-5 (2-甲基-5-(甲氨基)吡嗪,(S)-3-Cbz-amino-2-piperidone)

反应条件：

1.1 Reagents: 4-Methylmorpholine , Potassium hydroxide , Triphosgene Solvents: Acetonitrile , Water ; 20 °C
1.2 Reagents: Ammonium chloride Solvents: Water ; 15 s, 20 °C

参考文献：

Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor

Fuse, Shinichiro ; Komuro, Keiji ; Otake, Yuma ; Masui, Hisashi ; Nakamura, Hiroyuki, Chemistry - A European Journal, 2021, 27(27), 7525-7532

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux; reflux → rt
1.2 Solvents: Methanol ; cooled

参考文献：

Preparation of tripeptoid analogs as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of heterocyclic compounds as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of N-substituted prolinyl peptide analogs as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of prolinyl peptide analogs as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of fused cycloheptane azole heterocyclic peptoids as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of N-substituted derivatives of azole heterocyclic peptoids as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of azole heterocyclic peptoids containing keto or diketo ring systems as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of azole heterocyclic peptoids as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

preparation of proline analog peptides as serine protease inhibitors

, United States, , ,

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Hexamethyldisilazane Solvents: Acetonitrile ; 48 h, reflux

参考文献：

Preparation of oxadiazole peptide analogs as serine protease inhibitors

, World Intellectual Property Organization, , ,

合成路线：1 步

40216-82-8

_90%

反应条件：

1.1 Reagents: Sodium carbonate Solvents: Methanol ; 6 h, reflux; reflux → 0 °C
1.2 1 h, rt

参考文献：

Preparation of optically-active octahydropyrrolo[3,2-b]pyridin-2-one derivatives and their intermediates

, Japan, , ,

合成路线：1 步

70-26-8

_90%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; 20 min, 0 °C
1.2 3 h, 0 °C; 0 °C → rt; 19 h, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ; 0 °C; 15 h, rt
1.4 Reagents: Sodium bicarbonate Solvents: Tetrahydrofuran ; 0 °C; 18 h, rt

参考文献：

First synthesis and determination of the absolute configuration of sulphostin, a novel inhibitor of dipeptidyl peptidase IV

Abe, Masatoshi; Akiyama, Tetsuo; Nakamura, Hikaru; Kojima, Fukiko; Harada, Shigeko; et al, Journal of Natural Products, 2004, 67(6), 999-1004

合成路线：1 步

3184-13-2

_75%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; < 0 °C; 3 h, 50 - 55 °C
1.2 Reagents: Sodium carbonate Solvents: Water ; 2 h, < 5 °C; 10 h, rt
1.3 Reagents: Sodium bicarbonate Solvents: Tetrahydrofuran ; 1 h, rt
1.4 < 10 °C; 1 h, rt

参考文献：

Development of a Large-Scale Synthesis of Sulphostin, a Dipeptidyl Peptidase IV Inhibitor

Abe, Masatoshi; Nagai, Masashi; Yamamoto, Keiichiro; Yamazaki, Hiroko; Koga, Ichiro; et al, Organic Process Research & Development, 2005, 9(5), 570-576

合成路线：1 步

_75%

反应条件：

1.1 Reagents: N-Methyl-2-pyrrolidone , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Acetonitrile ; overnight, rt

参考文献：

Preparation of azacycloalkanone serine protease inhibitors

, World Intellectual Property Organization, , ,

合成路线：1 步

126416-66-8

_60%

反应条件：

1.1 Reagents: Cobalt chloride (CoCl2) , Sodium borohydride Solvents: Methanol

参考文献：

Synthesis of L-[5-11C]ornithine

Ding, Yu Shin; Antoni, Gunnar; Fowler, Joanna S.; Wolf, Alfred P.; Langstrom, Bengt, Journal of Labelled Compounds and Radiopharmaceuticals, 1989, 27(9), 1079-90

合成路线：1 步

3184-13-2

_41%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 30 min, < 10 °C; overnight, rt
1.2 Reagents: Sodium hydroxide Solvents: Water ; 4 h, pH 8 - 9, rt; rt → 0 °C
1.3 30 min, 0 °C
1.4 Reagents: Sodium hydroxide Solvents: Water ; pH 8 - 9; 30 min
1.5 Solvents: Diethyl ether ; 30 min

参考文献：

Preparation of sulfonamide lactams as Factor Xa inhibitors

, United States, , ,

合成路线：1 步

3184-13-2

_41%

反应条件：

参考文献：

Preparation of arylsulfonamidopiperidones as inhibitors of Factor Xa.

, World Intellectual Property Organization, , ,

合成路线：1 步

92455-59-9