Benzyl hydroxycarbamate

Base Information

• Chemical Name: Benzyl hydroxycarbamate
• CAS No.: 3426-71-9
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29280000
• European Community (EC) Number: 918-213-0,679-666-5
• NSC Number: 528506
• UNII: AB5I7L0KH1
• DSSTox Substance ID: DTXSID20187827
• Nikkaji Number: J265.508J
• Wikidata: Q72441264
• ChEMBL ID: CHEMBL1086896
• Mol file: 3426-71-9.mol

Synonyms:Benzyl N-hydroxycarbamate;3426-71-9;Benzyl hydroxycarbamate;N-Benzyloxycarbonylhydroxylamine;N-Cbz-hydroxylamine;Benzylhydroxycarbamate;N-Carbobenzoxyhydroxylamine;Carbamic acid, hydroxy-, phenylmethyl ester;N-(Benzyloxycarbonyl)hydroxylamine;CARBAMIC ACID, HYDROXY-, BENZYL ESTER;CCRIS 5076;MFCD00010642;NSC 528506;BRN 1074034;AB5I7L0KH1;CHEMBL1086896;1-06-00-00221 (Beilstein Handbook Reference);N-Hydroxycarbamic Acid Benzyl Ester;NSC-528506;Carbamic acid, N-hydroxy-, phenylmethyl ester;BENZYLN-HYDROXYCARBAMATE;N9J;n-cbz amino alcohol;benzyl-hydroxycarbamate;benzyl-N-hydroxycarbamate;N-CBZ-HYDROXYAMINE;UNII-AB5I7L0KH1;N-Carbobenzoxy hydroxylamine;SCHEMBL1950181;Hydroxycarbamic acid benzyl ester;DTXSID20187827;N-(benzyloxycarbonyl) hydroxylamine;BDBM50311535;NSC528506;AKOS015915667;MS-2251;N-(Benzyloxycarbonyl)hydroxylamine, 99%;LS-49922;SY024162;AM20080887;CS-0120018;FT-0634848;benzyl N-hydroxycarbamate;EN300-7004666;A822144

Chemical Property of Benzyl hydroxycarbamate

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Vapor Pressure: 3.09E-06mmHg at 25°C
• Melting Point: 65-70 °C
• Refractive Index: 1.56
• Boiling Point: 373.4 °C at 760 mmHg
• PKA: 9.20±0.23(Predicted)
• Flash Point: 179.6 °C
• PSA: 58.56000
• Density: 1.265 g/cm³
• LogP: 1.69290
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Benzyloxycarbonylhydroxylamine ^*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)NO
• Uses: N-(Benzyloxycarbonyl)hydroxylamine reacts with cyclohepta-1,3-diene to produce 6-oxa-7-aza-bicyclo[3.2.2]non-8-ene-7-carboxylic acid benzyl ester.

Technology Process of Benzyl hydroxycarbamate

There total 24 articles about Benzyl hydroxycarbamate 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: 91.0%

benzyl chloroformate (501-53-1,94274-21-2) → Benzyl N-hydroxycarbamate (3426-71-9)

Guidance literature:

With hydroxylamine hydrochloride; potassium carbonate; In diethyl ether; water; at 0 - 20 ℃;

DOI:10.1039/b912963d

Reference yield: 70.0%

benzyl chloroformate (501-53-1,94274-21-2) → Benzyl N-hydroxycarbamate (3426-71-9) + N,O-bis-benzyloxycarbonyl-hydroxylamine (4950-01-0)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In dichloromethane; water; at 0 - 4 ℃; for 2h; Product distribution / selectivity;

Reference yield: 36.0%

benzyl chloroformate (501-53-1,94274-21-2) → Benzyl N-hydroxycarbamate (3426-71-9) + N-benzyloxycarbonyl-O-benzylhydroxylamine (15255-86-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; In water; at 20 - 45 ℃;

DOI:10.1021/jo1018816

upstream raw materials:

benzyl chloroformate

N-benzyloxycarbonyl-O-[(3-carboxyphenoxy)carbonyl]hydroxylamine

(1R,2R)-(2-Amino-cyclohexyl)-methanol

(R)-N-(benzyloxycarbonyl)-O-(2-hydroxy-3-phenylpropanoyl)hydroxylamine

Downstream raw materials:

benzyl (benzoyloxy)carbamate

N-benzyloxycarbonyl-9,10-dihydro-9,10-dimethyl-9,10-epoxyiminoanthracene

N,O-bis-benzyloxycarbonyl-hydroxylamine

N-Ethoxycarbonyloxy-carbamidsaeure-benzylester

Refernces

• 1、 Robins, Jacob G.,Johnson, Jeffrey S.. "An Oxidative Dearomatization Approach to Tetrodotoxin via a Masked ortho-Benzoquinone". supporting information. p. 559 - 563. Retrieved 2022/01/20.
• 2、 Andresini, Michael,Spennacchio, Mauro,Romanazzi, Giuseppe,Ciriaco, Fulvio,Clarkson, Guy,Degennaro, Leonardo,Luisi, Renzo. "Synthesis of Sulfinamidines and Sulfinimidate Esters by Transfer of Nitrogen to Sulfenamides". supporting information. p. 7129 - 7134. Retrieved 2020/10/02.