Benzyl (6-hydroxyhexyl)carbamate

Base Information

• Chemical Name: Benzyl (6-hydroxyhexyl)carbamate
• CAS No.: 17996-12-2
• Molecular Formula: C14H21 N O3
• Molecular Weight: 251.326
• DSSTox Substance ID: DTXSID80400443
• Nikkaji Number: J405.769D
• Wikidata: Q82203429
• Mol file: 17996-12-2.mol

Synonyms:17996-12-2;Benzyl (6-hydroxyhexyl)carbamate;6-(Z-Amino)-1-hexanol;Benzyl N-(6-hydroxyhexyl)carbamate;N-Cbz-6-Amino-hexan-1-ol;(6-Hydroxy-hexyl)-carbamic acid benzyl ester;Carbamic acid, (6-hydroxyhexyl)-, phenylmethyl ester;benzyl 6-hydroxyhexylcarbamate;Cbz-6-Aminohexan-1-Ol;N-Cbz-6-hydroxyhexylamine;SCHEMBL234271;6-(benzyloxycarbonylamino)hexanol;DTXSID80400443;JMOQYRXPJQMWRQ-UHFFFAOYSA-N;6-(N-Benzyloxycarbonylamino)hexanol;N-Carbobenzyloxy-6-Aminohexan-1-ol;MFCD00859036;AKOS015903195;6-(N-Benzyloxycarbonylamino)-1-hexanol;6-(N-benzyloxycarbonylamino)hexan-1-ol;N-(benzyloxycarbonyl)-6-amino-1-hexanol;6-(Z-Amino)-1-hexanol, >=98.0%;AC-15144;AS-10682;(6-Hydroxyhexyl)carbamic acid benzyl ester;(6-Hydroxyhexyl)-carbamic Acid Benzyl Ester;B6075;CS-0149654;FT-0651095;EN300-7112198;J-011484;Carbamic acid, N-(6-hydroxyhexyl)-, phenylmethyl ester

Chemical Property of Benzyl (6-hydroxyhexyl)carbamate

Chemical Property:

• Vapor Pressure: 8.59E-08mmHg at 25°C
• Melting Point: 80-82 °C
• Refractive Index: 1.522
• Boiling Point: 419.6°C at 760 mmHg
• Flash Point: 207.6°C
• Density: 1.087g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 251.15214353
• Heavy Atom Count: 18
• Complexity: 215

Purity/Quality:

98%, ^*data from raw suppliers

6-(Z-Amino)-1-hexanol ≥98.0% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzyl (6-hydroxyhexyl)carbamate

There total 17 articles about Benzyl (6-hydroxyhexyl)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: 99.0%

C16H23NO4 (1258782-57-8) → N-benzyloxycarbonyl-6-amino-1-hexanol (17996-12-2)

Guidance literature:

With methanol; oxo[hexa(trifluoroacetato)]tetrazinc; for 18h; Reflux; Inert atmosphere;

DOI:10.1002/chem.201000960

Reference yield: 95.0%

6-amino-1-hexanol (4048-33-3) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-6-amino-1-hexanol (17996-12-2)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 16h;

DOI:10.1039/c6ob01813k

Reference yield: 93.0%

C21H25NO4 (1258782-72-7) → N-benzyloxycarbonyl-6-amino-1-hexanol (17996-12-2)

Guidance literature:

With methanol; oxo[hexa(trifluoroacetato)]tetrazinc; for 48h; Reflux; Inert atmosphere;

DOI:10.1002/chem.201000960

upstream raw materials:

6-amino-1-hexanol

benzyl chloroformate

acetone O-(benzyloxycarbonyl)oxime

trimethylsilyl cyanide

Downstream raw materials:

6-benzyloxycarbonylaminohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

6-benzyloxycarbonylamino-1-hexanyl 4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

6-benzyloxycarbonylamino-1-hexanyl 4-O-acetyl-2-O-benzoyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranoside

6-(N-benzyloxycarbonylamino)hexyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy)-β-D-glucopyranoside

Refernces

• 1、 Alshanski, Israel,Bakhatan, Yasmeen,Grunhaus, Dana,Hurevich, Mattan. "The breaking beads approach for photocleavage from solid support". supporting information. p. 4183 - 4188. Retrieved 2020/06/21.
• 2、 An?i?ek, Nika,Williams, Simon,Housden, Michael P.,Paterson, Ian. "Toward aplyronine payloads for antibody-drug conjugates: Total synthesis of aplyronines A and D". supporting information. p. 1343 - 1350. Retrieved 2018/03/06.