3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester

Base Information

• Chemical Name: 3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester
• CAS No.: 177906-28-4
• Molecular Formula: C₁₆H₂₃NO₇S
• Molecular Weight: 373.427

Synonyms:3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester

Chemical Property of 3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester

Chemical Property:

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Technology Process of 3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester

There total 2 articles about 3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-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:

methanesulfonyl chloride (124-63-0) + methyl 4-benzyloxycarbonyl-7-hydroxy-4-azaheptanoate (177906-27-3) → 3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester (177906-28-4)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1248/cpb.44.972 DOI:10.1248/cpb.45.93

Reference yield:

methyl N-(3-hydroxypropyl)-β-alaninate (10494-79-8) → 3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester (177906-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 11.3 g / Et₃N / tetrahydrofuran / 20 °C

2: Et₃N / toluene / 2 h / 0 °C

With triethylamine; In tetrahydrofuran; toluene;

DOI:10.1246/bcsj.77.331

Reference yield: 63.0%

3-[Benzyloxycarbonyl-(3-methanesulfonyloxy-propyl)-amino]-propionic acid methyl ester (177906-28-4) → methyl 7-azido-4-benzyloxycarbonyl-4-azaheptanoate (177906-29-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; for 48h; Ambient temperature;

DOI:10.1248/cpb.44.972

upstream raw materials:

methanesulfonyl chloride

methyl 4-benzyloxycarbonyl-7-hydroxy-4-azaheptanoate

methyl N-(3-hydroxypropyl)-β-alaninate

Downstream raw materials:

methyl 7-azido-4-benzyloxycarbonyl-4-azaheptanoate

methyl 4,N⁷-bis(benzyloxycarbonyl)-7-amino-4-azaheptanoate

4,N⁷-bis(benzyloxycarbonyl)-7-amino-4-azaheptanoic acid

4,N⁷-bis(benzyloxycarbonyl)-7-amino-4-azaheptanoic acid succinimidyl ester

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