(Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester

Base Information

• Chemical Name: (Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester
• CAS No.: 84877-91-8
• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.417
• Mol file: 84877-91-8.mol

Synonyms:(Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester

Chemical Property of (Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester

There total 5 articles about (Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl 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: 90.0%

(Z)-3-{4-[5-(1-tert-Butoxycarbonylamino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester (84878-01-3) → (Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester (84877-91-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; acetic acid; at 0 ℃;

DOI:10.1021/ja00344a071

Reference yield:

3-(4'-bromophenyl)-(Z)-propenoic acid methyl ester (84878-00-2) → (Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester (84877-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / Heating

2: BF₃OEt, acetic acid / CH₂Cl₂ / 0 °C

With pyridine; acetic acid; In dichloromethane;

Reference yield:

4-bromophenylalanine-hydrochloride (108540-72-3,122839-59-2,122852-33-9) → (Z)-3-{4-[5-(1-Amino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester (84877-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl

3: 61 percent / pyridine / Heating

4: 90 percent / BF₃*Et₂O / acetic acid; CH₂Cl₂ / 0 °C

With hydrogenchloride; boron trifluoride diethyl etherate; In pyridine; dichloromethane; acetic acid;

DOI:10.1021/ja00344a071

upstream raw materials:

(Z)-3-{4-[5-(1-tert-Butoxycarbonylamino-2-methoxycarbonyl-ethyl)-2-methoxy-phenoxy]-phenyl}-acrylic acid methyl ester

3-(4'-bromophenyl)-(Z)-propenoic acid methyl ester

4-bromophenylalanine-hydrochloride

ethyl 2-amino-3-(4-bromophenyl) propanoate

Downstream raw materials:

2-{4-Methoxy-3-[4-((Z)-2-methoxycarbonyl-vinyl)-phenoxy]-phenyl}-4-oxo-3,4,6,7,9,10,11,12,14,15-decahydro-2H,5H-1,4a,8,13-tetraaza-benzocyclotridecene-8,13-dicarboxylic acid 13-tert-butyl ester 8-(2,2,2-trichloro-ethyl) ester

2-{4-Methoxy-3-[4-((E)-2-methoxycarbonyl-vinyl)-phenoxy]-phenyl}-4-oxo-3,4,6,7,9,10,11,12,14,15-decahydro-2H,5H-1,4a,8,13-tetraaza-benzocyclotridecene-8,13-dicarboxylic acid 13-tert-butyl ester 8-(2,2,2-trichloro-ethyl) ester

13-Acetyl-2-{4-methoxy-3-[4-((Z)-2-methoxycarbonyl-vinyl)-phenoxy]-phenyl}-4-oxo-2,3,4,6,7,9,10,11,12,13,14,15-dodecahydro-5H-1,4a,8,13-tetraaza-benzocyclotridecene-8-carboxylic acid 2,2,2-trichloro-ethyl ester