benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

Base Information

Chemical Name:benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester
CAS No.:434956-95-3
Molecular Formula:C₂₃H₃₀O₇S
Molecular Weight:450.553
Hs Code.:

Synonyms:benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

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Chemical Property of benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

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Technology Process of benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

There total 5 articles about benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl 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: 80.0%

: 98-59-9
p-toluenesulfonyl chloride

: 434956-61-3
benzoic acid (1S,1S')-1-(1',2'-dihydroxy-1'-methyl-ethyl)-4-hydroxy-4-methyl-pentyl ester

: 434956-95-3
benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

Guidance literature:: With pyridine; at 0 - 5 ℃; for 12h;
DOI:10.1055/s-2002-19792

Reference yield:

: 98-88-4
benzoyl chloride

: 434956-95-3
benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 95 percent / tetrahydrofuran; hexane / 2 h / 0 °C

2.1: MCPBA / CH₂Cl₂ / 0 °C

3.1: 10 percent / CSA / CH₂Cl₂ / 12 h / -40 - 20 °C

4.1: 80 percent / pyridine / 12 h / 0 - 5 °C

With pyridine; n-butyllithium; camphor-10-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1055/s-2002-19792

Reference yield:

: 360066-74-6
(5S)-2,6-Dimethylhept-6-ene-2,5-diol

: 434956-95-3
benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 95 percent / tetrahydrofuran; hexane / 2 h / 0 °C

2.1: MCPBA / CH₂Cl₂ / 0 °C

3.1: 10 percent / CSA / CH₂Cl₂ / 12 h / -40 - 20 °C

4.1: 80 percent / pyridine / 12 h / 0 - 5 °C

With pyridine; n-butyllithium; camphor-10-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1055/s-2002-19792