(2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: (2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester
• CAS No.: 126110-93-8
• Molecular Formula: C₂₉H₃₆N₂O₆
• Molecular Weight: 508.615
• Mol file: 126110-93-8.mol

Synonyms:(2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester

Chemical Property of (2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester

There total 1 articles about (2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl 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: 75.0%

(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid (59221-35-1) + benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride (87269-87-2,87679-25-2,88547-79-9,93779-29-4,94569-19-4,138877-09-5) → (2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester (126110-93-8)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1021/jm00167a028

Reference yield:

(2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester (126110-93-8) → (2S,3aS,6aS)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid (126110-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

3: H₂ / 20percent Pd(OH)2/C / methanol / 2 h

With dmap; sodium periodate; hydrogen; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;

DOI:10.1021/jm00167a028

Reference yield:

(2S,3aS,6aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester (126110-93-8) → (2S,3aS,6aS)-1-{(S)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester (126110-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

With dmap; sodium periodate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jm00167a028

upstream raw materials:

(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid

benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

Downstream raw materials:

(2S,3aS,6aS)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid

(2S,3aS,6aS)-1-{(S)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester