96829-58-2 (奥利司他,Orlistat)

_96%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium dihydroxide Solvents: Ethanol ; 2 h, rt
1.2 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Toluene , Tetrahydrofuran ; 0 °C; 3 h, rt

参考文献：

MNBA-Mediated β-Lactone Formation: Mechanistic Studies and Application for the Asymmetric Total Synthesis of Tetrahydrolipstatin

Shiina, Isamu; Umezaki, Yuma; Kuroda, Nobutaka; Iizumi, Takashi; Nagai, Shunsuke; et al, Journal of Organic Chemistry, 2012, 77(11), 4885-4901

合成路线：1 步

96829-59-3

_95%

反应条件：

1.1 Reagents: [[2,2′-[(1R,2R)-1,2-Cyclohexanediylbis[(nitrilo-κN)methylidyne]]bis[4,6-bis(1,1-… Catalysts: Cuprous chloride Solvents: Acetonitrile ; 15 °C
1.2 Reagents: Sodium borohydride ; 2 - 4 h, 15 °C
1.3 Reagents: Water ; cooled

参考文献：

Improved synthetic method of antiobesity agent Orlistat

, China, , ,

合成路线：1 步

96829-59-3

_94%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

参考文献：

Method for preparing orlistat

, World Intellectual Property Organization, , ,

合成路线：1 步

_94%

反应条件：

1.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 0 °C → rt

参考文献：

A Concise, Phosphate-Mediated Approach to the Total Synthesis of (-)-Tetrahydrolipstatin

Venukadasula, Phanindra K. M.; Chegondi, Rambabu; Maitra, Soma; Hanson, Paul R., Organic Letters, 2010, 12(7), 1556-1559

合成路线：1 步

_93%

反应条件：

1.1 Reagents: Benzenesulfonyl chloride , Hydrochloric acid Solvents: 1-Butanol , Pyridine ; rt; 20 h, rt
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran ; 18 h, rt → 40 °C
1.3 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 15 h, 0 - 5 °C

参考文献：

Preparation of orlistat and its intermediate

, China, , ,

合成路线：1 步

_93%

反应条件：

1.1 Reagents: Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran

参考文献：

Oxazoline N-Oxide-Mediated [2+3] Cycloadditions. Application to a Synthesis of (-)-Tetrahydrolipstatin

Dirat, O.; Kouklovsky, C.; Langlois, Yves, Organic Letters, 1999, 1(5), 753-755

合成路线：1 步

108102-74-5

1558-67-4

_91%

反应条件：

1.1 Solvents: Dichloromethane ; -10 - -5 °C; 1 h, -5 - 0 °C
1.2 Reagents: Water

参考文献：

Process for the preparation of orlistat via formylation of amino-orlistat with formic acid anhydride

, World Intellectual Property Organization, , ,

合成路线：1 步

96829-59-3

_90%

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Catalysts: Iron pentacarbonyl Solvents: Water ; 50 °C; 5 h, 50 °C; 50 °C → rt
1.2 Solvents: Dichloromethane ; 10 - 20 min, rt → 65 °C

参考文献：

Method for preparing weight-reducing medicine orlistat from lipstatin

, China, , ,

合成路线：1 步

_90%

反应条件：

1.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 0 °C; overnight, rt

参考文献：

A chiron approach to (-)-tetrahydrolipstatin

Yadav, J. S.; Rao, K. Vishweshwar; Prasad, A. R., Synthesis, 2006, (22), 3888-3894

合成路线：1 步

_90%

反应条件：

1.1 Reagents: Tetraphenylporphyrin , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 3 h, 0 °C → rt

参考文献：

Stereoselective syntheses of (-)-tetrahydrolipstatin via Prins cyclizations

Yadav, J. S.; Reddy, M. Sridhar; Prasad, A. R., Tetrahedron Letters, 2006, 47(29), 4995-4998

合成路线：1 步

623927-55-9

_90%

反应条件：

1.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate

参考文献：

Diastereoselective allylations and crotylations under phase-transfer conditions using trifluoroborate salts: an application to the total synthesis of (-)-tetrahydrolipstatin

Thadani, Avinash N.; Batey, Robert A., Tetrahedron Letters, 2003, 44(44), 8051-8055

合成路线：1 步

_89%