Benzyl (NZ)-N-phenylmethoxycarbonyliminocarbamate

Base Information

• Chemical Name: Benzyl (NZ)-N-phenylmethoxycarbonyliminocarbamate
• CAS No.: 2449-05-0
• Molecular Formula: C16H14N2O4
• Molecular Weight: 298.298
• Hs Code.: 29270000
• European Community (EC) Number: 219-508-0
• Mol file: 2449-05-0.mol

Synonyms:Benzyl (NZ)-N-phenylmethoxycarbonyliminocarbamate;2449-05-0

Chemical Property of Benzyl (NZ)-N-phenylmethoxycarbonyliminocarbamate

Chemical Property:

• Appearance/Colour: Yellow to orange crystalline powder
• Vapor Pressure: 1.57E-08mmHg at 25°C
• Melting Point: 43-47 °C(lit.)
• Refractive Index: 1.567
• Boiling Point: 456.8 °C at 760 mmHg
• Flash Point: 203 °C
• PSA: 77.32000
• Density: 1.19 g/cm³
• LogP: 4.11220
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 298.09535693
• Heavy Atom Count: 22
• Complexity: 350

Purity/Quality:

98% HPLC ^*data from raw suppliers

Dibenzyl azodicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; F
• Hazard Codes: Xi,F
• Statements: 36/37/38-11
• Safety Statements: 26-37/39-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)N=NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)/N=N\C(=O)OCC2=CC=CC=C2
• Uses: Dibenzyl azodicarboxylate is a reagent used in the synthesis of Minocycline-d6 (M344797). Minocycline-d6 is a labeled second generation tetracycline antibiotic. Antibacterial. Dibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C-glycosyl α-amino acids via proline-catalyzed α-amination of C-glycosylalkyl aldehydes. It was used in enantioselective synthesis of optically active pyrazolidine derivatives.

Technology Process of Benzyl (NZ)-N-phenylmethoxycarbonyliminocarbamate

There total 5 articles about Benzyl (NZ)-N-phenylmethoxycarbonyliminocarbamate 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: 93.0%

bis(phenylmethyl) 1,2-hydrazinedicarboxylate (5394-50-3) → dibenzyl azodicarboxylate (2449-05-0)

Guidance literature:

With pyridine; bromine; In dichloromethane; Ambient temperature;

DOI:10.1080/00397919708004179

Reference yield: 90.0%

bis(phenylmethyl) 1,2-hydrazinedicarboxylate (5394-50-3) → dibenzyl azodicarboxylate (2449-05-0)

Guidance literature:

With pyridine; bromine; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c6ob02770a

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → dibenzyl azodicarboxylate (2449-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N₂H₄

2: bromine; aqueous acetic acid

With bromine; acetic acid; hydrazine;

DOI:10.1039/jr9520002089

upstream raw materials:

bis(phenylmethyl) 1,2-hydrazinedicarboxylate

benzyl chloroformate

Downstream raw materials:

5-benzyloxy-[1,3,4]oxadiazole-2,3-dicarboxylic acid 3-benzyl ester 2-ethyl ester

Glyoxylsaeureethylester-(N-dibenzyloxycarbonyl-hydrazon)

C₁₇H₁₄Br₂N₂O₄

C₁₇H₁₄Cl₂N₂O₄

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