(R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate

Base Information

• Chemical Name: (R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate
• CAS No.: 161793-79-9
• Molecular Formula: C₂₇H₂₅NO₅
• Molecular Weight: 443.499
• Mol file: 161793-79-9.mol

Synonyms:(R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate

Chemical Property of (R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate

Chemical Property:

Purity/Quality:

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Technology Process of (R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate

There total 1 articles about (R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate 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: 70.0%

(R)-α-hydroxyphenylacetic acid iso-propyl ester (89015-27-0) + (4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one (17606-70-1,5839-91-8) → (R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate (161793-79-9)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; for 24h; Heating;

DOI:10.1016/S0040-4020(01)89550-8

Reference yield: 33.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate (161793-79-9) → (R)-1-isopropoxycarbonylbenzyl (3R,4R)-3-benzamido-4-phenyl-1-pyrazoline-3-carboxylate (161793-80-2) + (R)-1-isopropoxycarbonylbenzyl (3S,4S)-3-benzamido-4-phenyl-1-pyrazoline-3-carboxylate (161793-81-3)

Guidance literature:

In diethyl ether; at 0 ℃; for 120h;

DOI:10.1016/S0040-4020(01)89550-8

Reference yield:

(R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate (161793-79-9) → (1S,2S)-1-amino-2-phenylcyclopropanecarboxylic acid (129101-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / diethyl ether / 120 h / 0 °C

2: 80 percent / benzene / 6 h / Irradiation

3: 70 percent / 6N HCl / acetic acid / 6 h / Heating

With hydrogenchloride; In diethyl ether; acetic acid; benzene;

DOI:10.1016/S0040-4020(01)89550-8

upstream raw materials:

(R)-α-hydroxyphenylacetic acid iso-propyl ester

(4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one

Downstream raw materials:

(R)-1-isopropoxycarbonylbenzyl (3R,4R)-3-benzamido-4-phenyl-1-pyrazoline-3-carboxylate

(R)-1-isopropoxycarbonylbenzyl (3S,4S)-3-benzamido-4-phenyl-1-pyrazoline-3-carboxylate

(1S,2S)-1-amino-2-phenylcyclopropanecarboxylic acid

(1R,2R)-1-amino-2-phenylcyclopropanecarboxylic acid

Refernces