methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester

Base Information

• Chemical Name: methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester
• CAS No.: 119244-92-7
• Molecular Formula: C₂₀H₂₄N₂O₇S
• Molecular Weight: 436.486

Synonyms:methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester

Chemical Property of methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester

Chemical Property:

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Technology Process of methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester

There total 2 articles about methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl 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: 92.0%

(3-benzyloxycarbonylamino-2-hydroxypropyl)-carbamic acid benzyl ester (119244-91-6) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester (119244-92-7)

Guidance literature:

With triethylamine; In dichloromethane; 1.) 0 deg C, 1 h, 2.) r.t., 30 min;

DOI:10.1055/s-1998-2128

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester (119244-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / 1 N NaOH / 18 h

2: 66 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With sodium hydroxide; triethylamine; In dichloromethane;

DOI:10.1021/jo00269a036

Reference yield: 95.0%

methanesulfonic acid 2-benzyloxycarbonylamino-1-(benzyloxycarbonylaminomethyl)-ethyl ester (119244-92-7) → [2-azido-3-(benzyloxycarbonylamino)propyl]carbamic acid benzyl ester (159638-09-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 20h;

DOI:10.1016/j.ejmech.2008.02.021

upstream raw materials:

(3-benzyloxycarbonylamino-2-hydroxypropyl)-carbamic acid benzyl ester

methanesulfonyl chloride

benzyl chloroformate

Downstream raw materials:

3,4-butyronitrile

N,N'-bis(carbobenzyloxy)-2-(aminomethyl)aziridine

O-acetyl-N,N'-bis(carbobenzyloxy)-2,3-diaminopropan-1-ol

[2-azido-3-(benzyloxycarbonylamino)propyl]carbamic acid benzyl ester

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