benzyl [R-(R*,S*)]-[1-carbamoyl-2-(mesyloxy)propyl]carbamate

Base Information

• Chemical Name: benzyl [R-(R*,S*)]-[1-carbamoyl-2-(mesyloxy)propyl]carbamate
• CAS No.: 80082-51-5
• Molecular Formula: C13H18 N2 O6 S
• Molecular Weight: 330.362
• Mol file: 80082-51-5.mol

Synonyms:benzyl [R-(R*,S*)]-[1-carbamoyl-2-(mesyloxy)propyl]carbamate;3-AMINO-2-{[(BENZYLOXY)CARBONYL]AMINO}-1-METHYL-3-OXOPROPYL METHANESULFONATE

Chemical Property of benzyl [R-(R*,S*)]-[1-carbamoyl-2-(mesyloxy)propyl]carbamate

Chemical Property:

• PSA: 133.17000
• LogP: 2.30340
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Ethyl Acetate (Slightly, Heated and Sonicated), Methanol (Very Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

N-BenzyloxycarbonylL-ThreonineAmideO-Methanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl [R-(R*,S*)]-[1-carbamoyl-2-(mesyloxy)propyl]carbamate

There total 2 articles about benzyl [R-(R*,S*)]-[1-carbamoyl-2-(mesyloxy)propyl]carbamate 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 ((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)carbamate (49705-98-8) + methanesulfonyl chloride (124-63-0) → N-benzyloxycarbonyl-O-methanesulfonyl-L-threonine amide (80082-51-5,94199-95-8)

Guidance literature:

With α-picoline; In dichloromethane; Large scale;

Reference yield:

methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate (57224-63-2) → N-benzyloxycarbonyl-O-methanesulfonyl-L-threonine amide (80082-51-5,94199-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / methanol / Large scale

2: α-picoline / dichloromethane / Large scale

With α-picoline; ammonia; In methanol; dichloromethane;

Reference yield:

N-benzyloxycarbonyl-O-methanesulfonyl-L-threonine amide (80082-51-5,94199-95-8) → N-sulfo-N-benzyloxycarbonyl-O-methanesulfonyl-L-threonine amide

Guidance literature:

With chlorosulfonic acid; at -5 - 45 ℃; for 10h; Temperature;

upstream raw materials:

benzyl ((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)carbamate

methanesulfonyl chloride

methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate

Downstream raw materials:

C₁₆H₃₆N⁽¹⁺⁾*C₁₃H₁₇N₂O₉S₂^(1-)

(3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt

Refernces

• 1、 -. "Ammonia curved the monocyclic parent nucleus method for the preparation of". Paragraph 0030; 0034. . Retrieved 2017/01/26.