2-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (E)-

Base Information

Chemical Name:2-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (E)-
CAS No.:142602-48-0
Molecular Formula:C14H17NO4
Molecular Weight:263.293
Hs Code.:
DSSTox Substance ID:DTXSID601147035

Synonyms:DTXSID601147035;2-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (E)-;142602-48-0

Suppliers and Price of 2-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (E)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 2-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (E)-

Chemical Property:

XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:263.11575802
Heavy Atom Count:19
Complexity:332

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCC=C(C(=O)OC)NC(=O)OCC1=CC=CC=C1
Isomeric SMILES:CC/C=C(\C(=O)OC)/NC(=O)OCC1=CC=CC=C1

Technology Process of 2-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (E)-

There total 5 articles about 2-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (E)- 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:

: 100945-15-1,88568-95-0
N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester

: 123-38-6
propionaldehyde

: 89525-23-5
methyl (Z)-2-((benzyloxycarbonyl)amino)-2-pentenoate

: 142602-48-0
methyl 2-(((benzyloxy)carbonyl)amino)pent-2-enoate

Guidance literature:: With potassium tert-butylate; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, -60 deg C, 2.) 2 h, room temp.;
DOI:10.1055/s-1984-30730

Reference yield:

: 1191124-96-5
N-benzyloxycarbonyl-α-(diphenylphosphono)glycine methyl ester

: 123-38-6
propionaldehyde

: 89525-23-5
methyl (Z)-2-((benzyloxycarbonyl)amino)-2-pentenoate

: 142602-48-0
methyl 2-(((benzyloxy)carbonyl)amino)pent-2-enoate

Guidance literature:: N-benzyloxycarbonyl-α-(diphenylphosphono)glycine methyl ester; With magnesium bromide ethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

propionaldehyde; In tetrahydrofuran; at 20 ℃; for 12h; Overall yield = 87 %; Overall yield = 229 mg; stereoselective reaction; Inert atmosphere;
DOI:10.1039/c5cc08458j

Reference yield:

: 127357-38-4
N-(benzyloxycarbonyl)-α-hydroxy-glycine methyl ester

: 142602-48-0
methyl 2-(((benzyloxy)carbonyl)amino)pent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: DEAD; Ph₃P*HBF₄ / tetrahydrofuran / 72 h / 20 °C

2.1: MePh₃P⁽¹⁺⁾*I^(1-) / CH₂Cl₂ / 20 - 45 °C

2.2: MeI / CH₂Cl₂ / 24 h / 20 °C

3.1: DBU / CH₂Cl₂ / 0 - 20 °C

With methyl-triphenylphosphonium iodide; triphenylphosphonium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1.1: Mitsunobu alkylation / 2.1: Michaelis-Arbuzov rearrangement / 3.1: Wadsworth-Emmons reaction;
DOI:10.1016/j.tetlet.2006.03.051