(S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic acid methyl ester
• CAS No.: 141364-57-0
• Molecular Formula: C₃₀H₅₀N₂O₅
• Molecular Weight: 518.737
• Mol file: 141364-57-0.mol

Synonyms:

Chemical Property of (S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic acid methyl ester

There total 7 articles about (S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic 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:

benzyl bromide (100-39-0) → (S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic acid methyl ester (141364-57-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) NaHMDS, HMPA

2: LiOH, H₂O / tetrahydrofuran / 24 h / Ambient temperature

4: Swern reagent

5: KMnO₄

6: 1) oxalyl chloride

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; potassium permanganate; swern reagent; oxalyl dichloride; water; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)91678-2

Reference yield:

(S)-5-Butyl-2-oxo-morpholine-4-carboxylic acid tert-butyl ester (130317-13-4) → (S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic acid methyl ester (141364-57-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) NaHMDS, HMPA

2: LiOH, H₂O / tetrahydrofuran / 24 h / Ambient temperature

4: Swern reagent

5: KMnO₄

6: 1) oxalyl chloride

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; potassium permanganate; swern reagent; oxalyl dichloride; water; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)91678-2

Reference yield:

(3S,5S)-3-Benzyl-5-butyl-2-oxo-morpholine-4-carboxylic acid tert-butyl ester → (S)-2-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-pentylamino]-3-phenyl-propionic acid methyl ester (141364-57-0)

Guidance literature:

Multi-step reaction with 5 steps

1: LiOH, H₂O / tetrahydrofuran / 24 h / Ambient temperature

3: Swern reagent

4: KMnO₄

5: 1) oxalyl chloride

With lithium hydroxide; potassium permanganate; swern reagent; oxalyl dichloride; water; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)91678-2

upstream raw materials:

(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

benzyl bromide

(S)-5-Butyl-2-oxo-morpholine-4-carboxylic acid tert-butyl ester

(S)-2-[tert-Butoxycarbonyl-((S)-1-hydroxymethyl-pentyl)-amino]-3-phenyl-propionic acid methyl ester

Downstream raw materials:

(2S,4S)-3-aza-4-(morpholinocarbonyl)-2-butyl-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane