Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

Base Information

• Chemical Name: Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate
• CAS No.: 59524-07-1
• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.337
• DSSTox Substance ID: DTXSID901184527
• Nikkaji Number: J2.830.124C
• Mol file: 59524-07-1.mol

Synonyms:Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate;59524-07-1;benzyl 2-(phenylmethoxycarbonylamino)prop-2-enoate;SCHEMBL18227188;DTXSID901184527;MFCD28369506;AKOS025146630;BS-17184;Benzyl2-(((benzyloxy)carbonyl)amino)acrylate;CS-0163399;C75778;Phenylmethyl 2-[[(phenylmethoxy)carbonyl]amino]-2-propenoate

Chemical Property of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

Chemical Property:

• Melting Point: 51 °C
• Boiling Point: 459.4±45.0 °C(Predicted)
• PKA: 9.17±0.46(Predicted)
• Density: 1.199±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 311.11575802
• Heavy Atom Count: 23
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

Benzyl2-(((benzyloxy)carbonyl)amino)acrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(C(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate

There total 11 articles about Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate 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%

Z-Ser(PO3Tc2)-OBzl (130834-99-0) → N-(Benxyloxycarbonyl)dehydroalanine benzyl ester (59524-07-1)

Guidance literature:

With triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)98047-X

Reference yield: 97.0%

2-benzyloxycarbonylamino-3-hydroxy-propionic acid benzyl ester (40489-45-0,101914-11-8) → N-(Benxyloxycarbonyl)dehydroalanine benzyl ester (59524-07-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 2h; Ambient temperature;

Reference yield: 96.5%

N-(Benzyloxycarbonyl)-L-serin-benzylester (21209-51-8) → N-(Benxyloxycarbonyl)dehydroalanine benzyl ester (59524-07-1)

Guidance literature:

With N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; copper(l) chloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jo01303a043

upstream raw materials:

2-benzyloxycarbonylamino-acrylic acid

benzyl alcohol

N-benzyloxycarbonyl-L-serine benzyl ester

Z-Ser(PO₃Tc₂)-OBzl

Downstream raw materials:

Z-Ala(TA-gal)-OBzl

(R)-2-Benzyloxycarbonylamino-3-((2R,3S,4R,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid benzyl ester

2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-galactitol

Z-DL-Gla(tBu)2-OBn