(2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester

Base Information

• Chemical Name: (2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester
• CAS No.: 503153-86-4
• Molecular Formula: C₃₁H₃₄N₂O₈
• Molecular Weight: 562.62
• Mol file: 503153-86-4.mol

Synonyms:(2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester

Chemical Property of (2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester

There total 1 articles about (2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic 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:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (2S,3S,4S)-4-Amino-7-benzyloxycarbonylamino-2,3-dihydroxy-heptanoic acid methyl ester → (2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester (503153-86-4)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/ol0269852

Reference yield: 89.0%

2,2-dimethoxy-propane (77-76-9) + (2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester (503153-86-4) → (4S,5S)-5-[(S)-4-Benzyloxycarbonylamino-1-(9H-fluoren-9-ylmethoxycarbonylamino)-butyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester (485808-77-3)

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 35 ℃;

DOI:10.1021/ol0269852

Reference yield:

(2S,3S,4S)-7-Benzyloxycarbonylamino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,3-dihydroxy-heptanoic acid methyl ester (503153-86-4) → C40H42N4O10 (485808-83-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / CSA / dimethylformamide / 35 °C

2: H₂; AcOH / Pd/C / methanol

3: Et₃N / CHCl₃

4: 100 percent / Dowex resin / methanol; H₂O

With Dowex resin; camphor-10-sulfonic acid; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/ol0269852

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Downstream raw materials:

(4S,5S)-5-[(S)-4-Benzyloxycarbonylamino-1-(9H-fluoren-9-ylmethoxycarbonylamino)-butyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

C₄₀H₄₂N₄O₁₀

C₄₃H₄₆N₄O₁₀