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

Base Information

• Chemical Name: methyl 3-methoxycarbonyl-4-[5-carboxy-2-[[N-(2-phenylethyl)amino]methyl]phenyl]butanoate
• CAS No.: 165529-03-3
• Molecular Formula: C₂₃H₂₇NO₆
• Molecular Weight: 413.47
• Mol file: 165529-03-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about methyl 3-methoxycarbonyl-4-[5-carboxy-2-[[N-(2-phenylethyl)amino]methyl]phenyl]butanoate 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%

methyl 3-methoxycarbonyl-4-[5-(t-butoxycarbonyl)-2-[[[N-(2-phenylethyl)-N-t-butoxycarbonyl]amino]methyl]-phenyl]butanoate (165529-02-2) → methyl 3-methoxycarbonyl-4-[5-carboxy-2-[[N-(2-phenylethyl)amino]methyl]phenyl]butanoate (165529-03-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

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

Reference yield:

1,2-dichloro-ethane (107-06-2,52399-93-6) + methyl 3-methoxycarbonyl-4-[5-(t-butoxycarbonyl)-2-[[[N-(2-phenylethyl)-N-t-butoxycarbonyl]amino]methyl]-phenyl]butanoate (165529-02-2) → methyl 3-methoxycarbonyl-4-[5-carboxy-2-[[N-(2-phenylethyl)amino]methyl]phenyl]butanoate (165529-03-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

Reference yield:

3-bromo-4-methylbenzoic acid (7697-26-9) → methyl 3-methoxycarbonyl-4-[5-carboxy-2-[[N-(2-phenylethyl)amino]methyl]phenyl]butanoate (165529-03-3)

Guidance literature:

Multi-step reaction with 7 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

6: 10 percent Pd/C, H₂ / methanol / 2585.7 Torr / Ambient temperature

7: 93 percent / TFA / CH₂Cl₂ / 0 - 20 °C

With palladium diacetate; palladium on activated charcoal; N-Bromosuccinimide; trifluorormethanesulfonic acid; (PhCO₂)2O; hydrogen; triethylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; chloroform; acetonitrile;

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

upstream raw materials:

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

3-bromo-4-methylbenzoic acid

phenethylamine

3-bromo-4-methylbenzoic acid tert-butyl ester

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

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