diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

Base Information

Chemical Name:diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate
CAS No.:444340-64-1
Molecular Formula:C₁₉H₂₄O₈S
Molecular Weight:412.461
Hs Code.:

Synonyms:diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

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Chemical Property of diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

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Technology Process of diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

There total 3 articles about diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate 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: 72.0%

: 444340-63-0
Diethyl (4R,5R)-4-(tert-butyldimethylsilanyloxy)-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

: 444340-64-1
diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

Guidance literature:: With hydrogen fluoride; In water; acetonitrile; at 20 ℃; for 40h;
DOI:10.1016/S0040-4020(02)00015-7

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 444340-64-1
diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / pyridine / CHCl₃ / 72 h / 20 °C

2: 72 percent / 40 percent aq. HF / acetonitrile; H₂O / 40 h / 20 °C

With pyridine; hydrogen fluoride; In chloroform; water; acetonitrile;
DOI:10.1016/S0040-4020(02)00015-7

Reference yield:

: 178939-00-9
(2E,6E)-(4R,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-octa-2,6-dienedioic acid diethyl ester

: 444340-64-1
diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / pyridine / CHCl₃ / 72 h / 20 °C

2: 72 percent / 40 percent aq. HF / acetonitrile; H₂O / 40 h / 20 °C

With pyridine; hydrogen fluoride; In chloroform; water; acetonitrile;
DOI:10.1016/S0040-4020(02)00015-7