Benzyl {[4-(chlorocarbonyl)phenyl]methyl}carbamate

Base Information

• Chemical Name: Benzyl {[4-(chlorocarbonyl)phenyl]methyl}carbamate
• CAS No.: 66891-86-9
• Molecular Formula: C16H14ClNO3
• Molecular Weight: 303.745
• DSSTox Substance ID: DTXSID00573103
• Wikidata: Q82461692
• Mol file: 66891-86-9.mol

Synonyms:66891-86-9;Benzyl {[4-(chlorocarbonyl)phenyl]methyl}carbamate;SCHEMBL6558145;DTXSID00573103;UTIAIWUVMDWSLF-UHFFFAOYSA-N;4-benzyloxycarbonylaminomethylbenzoyl chloride

Chemical Property of Benzyl {[4-(chlorocarbonyl)phenyl]methyl}carbamate

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 303.0662210
• Heavy Atom Count: 21
• Complexity: 347

Purity/Quality:

85.0-99.8% ^*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)NCC2=CC=C(C=C2)C(=O)Cl

Technology Process of Benzyl {[4-(chlorocarbonyl)phenyl]methyl}carbamate

There total 5 articles about Benzyl {[4-(chlorocarbonyl)phenyl]methyl}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: 100.0%

4-<<(benzyloxy)carbonyl>methylamino>benzoic acid (2528-30-5) → benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate (66891-86-9)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 21 ℃; for 24h; Inert atmosphere;

Reference yield:

N-methyl-p-aminobenzoic acid (10541-83-0,937737-33-2) → benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate (66891-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / NaHCO₃ / tetrahydrofuran / 2 h / 20 °C

2: SOCl₂ / 14 h / 20 °C

With thionyl chloride; sodium hydrogencarbonate; In tetrahydrofuran;

DOI:10.1021/ja0455291

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate (66891-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / NaHCO₃ / tetrahydrofuran / 2 h / 20 °C

2: SOCl₂ / 14 h / 20 °C

With thionyl chloride; sodium hydrogencarbonate; In tetrahydrofuran;

DOI:10.1021/ja0455291

upstream raw materials:

4-<<(benzyloxy)carbonyl>methylamino>benzoic acid

N-methyl-p-aminobenzoic acid

benzyl chloroformate

Downstream raw materials:

N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamine

N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester

N²-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-N⁴-<(1,1-dimethylethoxy)carbonyl>-2,3-diaminobutanoic acid

2-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-4-methylsulfanyl-pentanedioic acid dimethyl ester