Carbamic acid, [3-[(methylsulfonyl)oxy]propyl]-, phenylmethyl ester

Base Information

• Chemical Name: Carbamic acid, [3-[(methylsulfonyl)oxy]propyl]-, phenylmethyl ester
• CAS No.: 174626-34-7
• Molecular Formula: C12H17NO5S
• Molecular Weight: 287.337
• DSSTox Substance ID: DTXSID40440860
• Nikkaji Number: J1.386.512D
• Mol file: 174626-34-7.mol

Synonyms:174626-34-7;Carbamic acid, [3-[(methylsulfonyl)oxy]propyl]-, phenylmethyl ester;Carbamic acid, N-[3-[(methylsulfonyl)oxy]propyl]-, phenylmethyl ester;3-[[(benzyloxy)carbonyl]amino]propyl methanesulfonate;SCHEMBL3445880;DTXSID40440860;MFCD25960048;SY293175;N-[3-(Methylsulfonyloxy)propyl]carbamic acid benzyl ester

Chemical Property of Carbamic acid, [3-[(methylsulfonyl)oxy]propyl]-, phenylmethyl ester

Chemical Property:

• PSA: 93.57000
• LogP: 2.56430
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 287.08274382
• Heavy Atom Count: 19
• Complexity: 357

Purity/Quality:

≥99.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Carbamic acid, [3-[(methylsulfonyl)oxy]propyl]-, phenylmethyl ester

There total 7 articles about Carbamic acid, [3-[(methylsulfonyl)oxy]propyl]-, phenylmethyl 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: 100.0%

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) + methanesulfonyl chloride (124-63-0) → N-(benzyloxycarbonyl)-3-amino-1-propyl methanesulfonate (174626-34-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 5 ℃; for 0.75h; Inert atmosphere;

DOI:10.1128/AAC.01152-16

Reference yield: 100.0%

methanesulfonyl chloride (124-63-0) + benzyl chloroformate (501-53-1,94274-21-2) + propan-1-ol-3-amine (156-87-6) → N-(benzyloxycarbonyl)-3-amino-1-propyl methanesulfonate (174626-34-7)

Guidance literature:

benzyl chloroformate; propan-1-ol-3-amine; In dichloromethane; for 10h;

methanesulfonyl chloride; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.25h;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)-3-amino-1-propyl methanesulfonate (174626-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 °C

2: triethylamine / dichloromethane / 0 °C

With triethylamine; In dichloromethane;

DOI:10.1080/14756366.2016.1190715

upstream raw materials:

3-[(N-benzyloxycarbonyl)amino]propanol

methanesulfonyl chloride

benzyl chloroformate

propan-1-ol-3-amine

Downstream raw materials:

benzyl N-(3-bromopropyl)carbamate

9-(benzyloxycarbonylamino)-3,6-diazanonan-1-ol

N'-(p-Toluolsulfonyl)-N-benzyloxycarbonyl-1,3-diamino-propan