(E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester

Base Information

• Chemical Name: (E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester
• CAS No.: 944277-64-9
• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.44
• Mol file: 944277-64-9.mol

Synonyms:(E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester

Chemical Property of (E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester

There total 1 articles about (E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl 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: 43.0%

4-bromo-trans-crotonic acid ethyl ester (37746-78-4) + malonic acid dibenzyl ester (15014-25-2) → (E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester (944277-64-9)

Guidance literature:

malonic acid dibenzyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃;

4-bromo-trans-crotonic acid ethyl ester; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1002/anie.200700485

Reference yield:

(E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester (944277-64-9) + 4-methoxy-trans-cinnamaldehyde (24680-50-0,71277-11-7,1963-36-6) → 4-ethoxycarbonylmethyl-3-formyl-2-(4-methoxyphenyl)cyclopentane-1,1-dicarboxylic acid dibenzyl ester + 4-ethoxycarbonylmethyl-3-formyl-2-(4-methoxyphenyl)cyclopentane-1,1-dicarboxylic acid dibenzyl ester

Guidance literature:

With (S)-diphenylprolinyl trimethylsilyl ether; In ethanol; at 20 ℃; for 18h;

DOI:10.1002/anie.200700485

Reference yield:

(E)-5-benzyloxycarbonylhex-2-ene-1,6-dioic acid 6-benzyl ester 1-ethyl ester (944277-64-9) + (E)-2-Hexenal (6728-26-3) → 4-ethoxycarbonylmethyl-3-formyl-2-propylcyclopentane-1,1-dicarboxylic acid dibenzyl ester + 4-ethoxycarbonylmethyl-3-formyl-2-propylcyclopentane-1,1-dicarboxylic acid dibenzyl ester + 4-ethoxycarbonylmethyl-3-formyl-2-propylcyclopentane-1,1-dicarboxylic acid dibenzyl ester

Guidance literature:

With (S)-diphenylprolinyl trimethylsilyl ether; In ethanol; at 20 ℃; for 20h;

DOI:10.1002/anie.200700485

upstream raw materials:

4-bromo-trans-crotonic acid ethyl ester

malonic acid dibenzyl ester