N-(benzyloxycarbonyl)-4-(mesyloxy)butylamine

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-4-(mesyloxy)butylamine
• CAS No.: 174626-26-7
• Molecular Formula: C13H19NO5S
• Molecular Weight: 301.364
• DSSTox Substance ID: DTXSID10456736
• Nikkaji Number: J1.625.108I
• Wikidata: Q82279298
• Mol file: 174626-26-7.mol

Synonyms:N-(benzyloxycarbonyl)-4-(mesyloxy)butylamine;174626-26-7;SCHEMBL2453446;DTXSID10456736;IXPVLCSXVHNCBU-UHFFFAOYSA-N;4-(benzyloxycarbonylamino)butyl methanesulfonate;N-[4-(Methylsulfonyloxy)butyl]carbamic acid benzyl ester

Chemical Property of N-(benzyloxycarbonyl)-4-(mesyloxy)butylamine

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 301.09839388
• Heavy Atom Count: 20
• Complexity: 371

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OCCCCNC(=O)OCC1=CC=CC=C1

Technology Process of N-(benzyloxycarbonyl)-4-(mesyloxy)butylamine

There total 3 articles about N-(benzyloxycarbonyl)-4-(mesyloxy)butylamine 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: 98.0%

benzyl 4-hydroxybutylcarbamate (17996-13-3) + Methanesulfonic anhydride (7143-01-3) → N-(benzyloxycarbonyl)-O-(methanesulfonyl)aminobutanol (174626-26-7)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0957-4166(01)00012-X

Reference yield: 90.0%

benzyl 4-hydroxybutylcarbamate (17996-13-3) + methanesulfonyl chloride (124-63-0) → N-(benzyloxycarbonyl)-O-(methanesulfonyl)aminobutanol (174626-26-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1248/cpb.47.1322

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)-O-(methanesulfonyl)aminobutanol (174626-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 10 - 25 °C

2: triethylamine / 2-methyltetrahydrofuran / 0.97 h / 15 - 30 °C / Inert atmosphere

With triethylamine; In 2-methyltetrahydrofuran; dichloromethane;

upstream raw materials:

benzyl 4-hydroxybutylcarbamate

methanesulfonyl chloride

Methanesulfonic anhydride

benzyl chloroformate

Downstream raw materials:

4-azido-N-benzyloxycarbonyl-1-butylamine

N-(benzyloxycarbonyl)-4-(dimethylamino)butylamine

(2S,13S)-2,6-cyclo-13,17-cyclo-21-(benzyloxycarbonylamino)-6,11,17-triaza-12-oxoheptadecanoic acid methyl ester

(2S)-N-(N'-(benzyloxycarbonyl)-4'-aminobutyl)-proline