(2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester
CAS No.:444911-09-5
Molecular Formula:C₃₇H₄₂N₂O₈
Molecular Weight:642.749
Hs Code.:

(2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

Synonyms:(2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

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Chemical Property of (2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

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Technology Process of (2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

There total 1 articles about (2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 267228-34-2
(S)-2-acetyloxy-3-(4-benzyloxyphenyl)propionic acid

: 444911-13-1
(2S,3aS,6R,7aS)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-6-(2,2,2-trifluoro-acetoxy)-octahydro-indole-2-carboxylic acid methyl ester

: 444911-09-5
(2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

: (2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-(2,2,2-trifluoro-acetoxy)-octahydro-indole-2-carboxylic acid methyl ester

Guidance literature:: (2S,3aS,6R,7aS)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-6-(2,2,2-trifluoro-acetoxy)-octahydro-indole-2-carboxylic acid methyl ester; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.833333h;

(S)-2-acetyloxy-3-(4-benzyloxyphenyl)propionic acid; With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃; for 22h; Further stages.;
DOI:10.1021/jo025709y

Reference yield: 86.0%

: 444911-09-5
(2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

: (2S,3aS,6R,7aS)-1-{(S)-2-[(S)-3-(4-Benzyloxy-phenyl)-2-hydroxy-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1021/jo025709y

Reference yield:

: 444911-09-5
(2S,3aS,6R,7aS)-1-{(S)-2-[(S)-2-Acetoxy-3-(4-benzyloxy-phenyl)-propionylamino]-3-phenyl-propionyl}-6-hydroxy-octahydro-indole-2-carboxylic acid methyl ester

: microcin SF₆₀₈

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / 0.1 mol/l LiOH / tetrahydrofuran / 20 h / 20 °C

2: 77 percent / PyBOP; 4-methylmorpholine / dimethylformamide / 22.5 h / 0 - 20 °C

3: 6 mol/l HCl / acetonitrile / 6 h / 20 °C

4: 99 percent / H₂ / 10 percent Pd/C / ethyl acetate; methanol / 24 h / atmospheric pressure

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; 10 percent Pd/C; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo025709y