2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester

Base Information

• Chemical Name: 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester
• CAS No.: 165529-01-1
• Molecular Formula: C₃₂H₄₁NO₈
• Molecular Weight: 567.679
• Mol file: 165529-01-1.mol

Synonyms:

Chemical Property of 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester

There total 7 articles about 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester 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:

di-tert-butyl dicarbonate (24424-99-5) → 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester (165529-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃ / Ambient temperature

2: 5 mole percent Pd(OAc)2, 10 mole percent P(o-tol)3, Et₃N / acetonitrile / Heating

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In chloroform; acetonitrile;

DOI:10.1016/0040-4039(94)02273-E

Reference yield:

3-bromo-4-methylbenzoic acid (7697-26-9) → 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester (165529-01-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / 5 mole percent TfOH / diethyl ether / -78 - 20 °C

2: NBS, (PhCO₂)2O / CCl₄ / Heating

3: 49 percent / tetrahydrofuran / Ambient temperature

4: CHCl₃ / Ambient temperature

5: 5 mole percent Pd(OAc)2, 10 mole percent P(o-tol)3, Et₃N / acetonitrile / Heating

With palladium diacetate; N-Bromosuccinimide; trifluorormethanesulfonic acid; (PhCO₂)2O; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; tetrachloromethane; diethyl ether; chloroform; acetonitrile;

DOI:10.1016/0040-4039(94)02273-E

Reference yield:

phenethylamine (64-04-0) → 2-[1-{5-tert-Butoxycarbonyl-2-[(tert-butoxycarbonyl-phenethyl-amino)-methyl]-phenyl}-meth-(Z)-ylidene]-succinic acid dimethyl ester (165529-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 49 percent / tetrahydrofuran / Ambient temperature

2: CHCl₃ / Ambient temperature

3: 5 mole percent Pd(OAc)2, 10 mole percent P(o-tol)3, Et₃N / acetonitrile / Heating

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; chloroform; acetonitrile;

DOI:10.1016/0040-4039(94)02273-E

upstream raw materials:

Dimethyl itakonate

t-butyl 3-bromo-4-[[[N-(2-phenylethyl)-N-t-butoxycarbonyl]amino]methyl]benzoate

di-tert-butyl dicarbonate

3-bromo-4-methylbenzoic acid

Downstream raw materials:

{7-[(4-{Amino-[(E)-benzyloxycarbonylimino]-methyl}-phenyl)-methyl-carbamoyl]-3-oxo-2-phenethyl-2,3,4,5-tetrahydro-1H-benzo[c]azepin-4-yl}-acetic acid methyl ester

methyl (R,S)-7-[[[4-(aminoiminomethyl)phenyl]methylamino]-carbonyl]-2,3,4,5-tetrahydro-3-oxo-2-(2-phenylethyl)-1H-2-benzazepine-4-acetate

methyl 3-methoxycarbonyl-4-[5-carboxy-2-[[N-(2-phenylethyl)amino]methyl]phenyl]butanoate

(+/-)-7-carboxy-3-oxo-2-(2-phenylethyl)-2,3,4,5-tetrahydro-1H-2-benzazepine-4-acetate