Benzyl (6-chloro-6-oxohexyl)carbamate

Base Information

• Chemical Name: Benzyl (6-chloro-6-oxohexyl)carbamate
• CAS No.: 4644-75-1
• Molecular Formula: C14H18ClNO3
• Molecular Weight: 283.755
• DSSTox Substance ID: DTXSID40553287
• Wikidata: Q82433836
• Mol file: 4644-75-1.mol

Synonyms:4644-75-1;Benzyl (6-chloro-6-oxohexyl)carbamate;SCHEMBL2382644;DTXSID40553287;SPHAWGSPLGYKBW-UHFFFAOYSA-N;6-(carbobenzyloxyamino)hexanoyl chloride;6-{[(benzyloxy)carbonyl]amino}hexanoyl chloride;(5-chlorocarbonyl-pentyl)-carbamic acid benzyl ester

Chemical Property of Benzyl (6-chloro-6-oxohexyl)carbamate

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 283.0975211
• Heavy Atom Count: 19
• Complexity: 278

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCCCC(=O)Cl

Technology Process of Benzyl (6-chloro-6-oxohexyl)carbamate

There total 4 articles about Benzyl (6-chloro-6-oxohexyl)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:

6-(benzyloxycarbonylamino)hexanoic acid (1947-00-8) → 6-benzyloxycarbonylaminocapronoyl chloride (4644-75-1)

Guidance literature:

With thionyl chloride;

DOI:10.1248/cpb.39.2340

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 6-benzyloxycarbonylaminocapronoyl chloride (4644-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / aq. NaOH; diethyl ether / 20 °C

2: (COCl)2 / CH₂Cl₂

With oxalyl dichloride; In sodium hydroxide; diethyl ether; dichloromethane;

DOI:10.1016/j.tet.2007.02.065

Reference yield:

6-aminohexanoic acid (60-32-2,93208-38-9) → 6-benzyloxycarbonylaminocapronoyl chloride (4644-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / aq. NaOH; diethyl ether / 20 °C

2: (COCl)2 / CH₂Cl₂

With oxalyl dichloride; In sodium hydroxide; diethyl ether; dichloromethane;

DOI:10.1016/j.tet.2007.02.065

upstream raw materials:

6-(benzyloxycarbonylamino)hexanoic acid

benzyl chloroformate

6-aminohexanoic acid

Downstream raw materials:

4'-(6-Benzyloxycarbonylamino-hexanoylamino)-biphenyl-4-carboxylic acid

2'-(6-Benzyloxycarbonylamino-hexanoylamino)-biphenyl-4-carboxylic acid

4'-(6-Benzyloxycarbonylamino-hexanoylamino)-biphenyl-2-carboxylic acid

6-{[2'-(6-Benzyloxycarbonylamino-hexanoylamino)-biphenyl-4-carbonyl]-amino}-hexanoic acid

Refernces

• 1、 Adamczyk, Maciej,Chen, Yon-Yih,Johnson, Donald D.,Mattingly, Phillip G.,Moore, Jeffrey A.,Pan, You,Reddy, Rajarathnam E.. "Chemiluminescent acridinium-9-carboxamide boronic acid probes: Application to a homogeneous glycated hemoglobin assay". . p. 1324 - 1328. Retrieved 2007/10/03.
• 2、 -. "Isoindole-imide compounds, compositions, and uses thereof". . . Retrieved 2008/06/13.