Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester

Base Information

• Chemical Name: Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester
• CAS No.: 239437-21-9
• Molecular Formula: C₃₁H₄₀N₂O₅S
• Molecular Weight: 552.735

Synonyms:Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester

Chemical Property of Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester

Chemical Property:

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Technology Process of Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester

There total 2 articles about Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl 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:

(4S,5S)-5-tert-Butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentanoic acid ethyl ester → Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester (239437-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / LiCl; NaBH₄ / ethanol; tetrahydrofuran

2: TEA / CH₂Cl₂

With sodium tetrahydroborate; TEA; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; 1: Reduction / 2: Esterification;

DOI:10.1016/S0040-4039(99)00983-1

Reference yield:

methanesulfonyl chloride (124-63-0) + ((1S,2S)-2-Dibenzylamino-5-hydroxy-1-phenyl-pentyl)-carbamic acid tert-butyl ester (239437-20-8) → Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester (239437-21-9)

Guidance literature:

With TEA; In dichloromethane;

DOI:10.1016/S0040-4039(99)00983-1

Reference yield: 70.0%

Methanesulfonic acid (4S,5S)-5-tert-butoxycarbonylamino-4-dibenzylamino-5-phenyl-pentyl ester (239437-21-9) → (2S,3S)-3-Dibenzylamino-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester (239437-22-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)00983-1

upstream raw materials:

methanesulfonyl chloride

((1S,2S)-2-Dibenzylamino-5-hydroxy-1-phenyl-pentyl)-carbamic acid tert-butyl ester

Downstream raw materials:

(2S,3S)-3-Dibenzylamino-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

(2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidine

tert-butyl (2S,3S)-3-({[2-(methyloxy)phenyl]methyl}amino)-2-phenylpiperidinecarboxylate

(+)(2S,3S)-3-(2-methoxylbenzylamino)-2-phenylpiperidine hydrochloride

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