1-(((Benzyloxy)carbonyl)amino)cyclopropanecarboxylic acid

Base Information

• Chemical Name: 1-(((Benzyloxy)carbonyl)amino)cyclopropanecarboxylic acid
• CAS No.: 84677-06-5
• Molecular Formula: C12H13 N O4
• Molecular Weight: 235.24
• Hs Code.: 2924299090
• European Community (EC) Number: 635-918-6
• DSSTox Substance ID: DTXSID50393934
• Wikidata: Q72515965
• Mol file: 84677-06-5.mol

Synonyms:84677-06-5;1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic acid;1-(Cbz-amino)cyclopropanecarboxylic acid;Z-1-Aminocyclopropane-1-carboxylic acid;1-(((BENZYLOXY)CARBONYL)AMINO)CYCLOPROPANECARBOXYLIC ACID;1-(Benzyloxycarbonyl-amino)-cyclopropyl-1-carboxylic acid;1-(benzyloxycarbonylamino)cyclopropanecarboxylic acid;1-(phenylmethoxycarbonylamino)cyclopropane-1-carboxylic acid;1-(Z-amino)cyclopropanecarboxylic acid;1-{[(benzyloxy)carbonyl]amino}cyclopropane-1-carboxylic acid;MFCD00083285;N-Cbz-1-aminocyclopropanecarboxylic acid;Cyclopropanecarboxylic acid, 1-[[(phenylmethoxy)carbonyl]amino]-;1-{[(benzyloxy)carbonyl]amino}cyclopropanecarboxylic acid;z-ac3c-oh;1-(((Benzyloxy)carbonyl)amino)cyclopropane-1-carboxylic acid;Z-(1)NHnablaCO-OH;1-benzyloxycarbonylamino-cyclopropanecarboxylic acid;SCHEMBL143763;DTXSID50393934;KHINKCGJKZSHAJ-UHFFFAOYSA-N;BBL102240;STL556039;AKOS005146307;AC-5710;CS-W014159;N-Cbz-1aminocyclopropane carboxylic acid;Cbz-1-amino-1-cyclopropanecarboxylic acid;N-Cbz-1-aminocyclopropane carboxylic acid;SY017561;TS-00653;1-(Cbz-amino)- cyclopropanecarboxylic Acid;AM20060738;C2680;FT-0600687;1-(Carbobenzoxyamino)cyclopropanecarboxylic Acid;EN300-122049;(benzyloxycarbonylamino)cyclopropanecarboxylic acid;1-benzyloxycarbonylaminocyclopropanecarboxylic acid;A840891;J-503502;1-[(benzyloxy)carbonyl]aminocyclopropanecarboxylic acid;Z1263583699

Chemical Property of 1-(((Benzyloxy)carbonyl)amino)cyclopropanecarboxylic acid

Chemical Property:

• Vapor Pressure: 7.55E-09mmHg at 25°C
• Melting Point: 157.0 to 161.0 °C
• Boiling Point: 449oC at 760 mmHg
• PKA: 4.02±0.20(Predicted)
• Flash Point: 225.4oC
• PSA: 75.63000
• Density: 1.33g/cm3
• LogP: 1.92090
• Storage Temp.: −20°C
• Solubility.: soluble in Methanol
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 235.08445790
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

Z-1-aminocyclopropane-1-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C(=O)O)NC(=O)OCC2=CC=CC=C2
• Uses: 1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic Acid is a useful intermediate used in the preparation of the analogs of vasopressins and other peptide derivatives.

Technology Process of 1-(((Benzyloxy)carbonyl)amino)cyclopropanecarboxylic acid

There total 8 articles about 1-(((Benzyloxy)carbonyl)amino)cyclopropanecarboxylic acid 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%

methyl 1-(((benzyloxy)carbonyl)amino)cyclopropane-1-carboxylate (84677-05-4) → (benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5)

Guidance literature:

With sodium hydroxide; In methanol; at 75 ℃; for 1h;

DOI:10.1055/s-1987-27925

Reference yield: 95.0%

aminocyclopropane-1-carboxylic acid (22059-21-8) + benzyl chloroformate (501-53-1,94274-21-2) → (benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃; for 8h; Inert atmosphere;

DOI:10.3390/molecules25092153

Reference yield: 70.0%

benzyl (1-vinylcyclopropyl)carbamate → (benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5)

Guidance literature:

benzyl (1-vinylcyclopropyl)carbamate; With ozone; In dichloromethane; at -78 ℃;

With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;

DOI:10.1021/acs.joc.5b02628

upstream raw materials:

N-(Benzyloxycarbonyloxy)succinimide

α-amino-cyclopropanecarboxylic acid hydrochloride

methyl 1-(((benzyloxy)carbonyl)amino)cyclopropane-1-carboxylate

2-<(benzyloxycarbonyl)amino>-4-bromobutanoic acid methyl ester

Downstream raw materials:

1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

[(1-benzyloxycarbonylaminocyclopropanecarbonyl)amino]acetic acid ethyl ester

methyl 1-(((benzyloxy)carbonyl)amino)cyclopropane-1-carboxylate

C₁₅H₁₈N₂O₅