(4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester

Base Information

Chemical Name:(4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester
CAS No.:152168-71-3
Molecular Formula:C₂₅H₃₄O₆S
Molecular Weight:462.607
Hs Code.:

Synonyms:(4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester

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Chemical Property of (4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester

Chemical Property:

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Technology Process of (4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester

There total 6 articles about (4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid 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: 91.0%

: 152168-70-2
(E)-(4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-oct-2-enoic acid ethyl ester

: 152168-71-3
(4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester

Guidance literature:: With hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; under 760 Torr;
DOI:10.1016/S0957-4166(00)80326-2

Reference yield:

: 109307-91-7
2-methyl-6-(phenylmethoxy)-2(E)-hexen-1-ol

: 152168-71-3
(4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / Ti(O-i-Pr)4, (-)-DET, t-BuOOH / CH₂Cl₂

2: 1.) (COCl)2, DMSO, 2.) TEA / 1.) CH₂Cl₂, 2.) CH₂Cl₂

3: 97 percent / NaH / tetrahydrofuran / 0 °C

4: 94 percent / Pd₂(dba)3CHCl₃, n-Bu₃P, HCO₂H, Et₃N / dioxane / Ambient temperature

5: 68 percent / pyridine, DMAP / CH₂Cl₂

6: 91 percent / H₂, Et₃N / Pd/C / ethyl acetate / 760 Torr

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; formic acid; oxalyl dichloride; tributylphosphine; TEA; hydrogen; sodium hydride; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate;
DOI:10.1016/S0957-4166(00)80326-2

Reference yield:

: 152168-66-6
[(2R,3R)-3-(3-Benzyloxy-propyl)-2-methyl-oxiranyl]-methanol

: 152168-71-3
(4R,5R)-8-Benzyloxy-4-methyl-5-(toluene-4-sulfonyloxy)-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) (COCl)2, DMSO, 2.) TEA / 1.) CH₂Cl₂, 2.) CH₂Cl₂

2: 97 percent / NaH / tetrahydrofuran / 0 °C

3: 94 percent / Pd₂(dba)3CHCl₃, n-Bu₃P, HCO₂H, Et₃N / dioxane / Ambient temperature

4: 68 percent / pyridine, DMAP / CH₂Cl₂

5: 91 percent / H₂, Et₃N / Pd/C / ethyl acetate / 760 Torr

With pyridine; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; formic acid; oxalyl dichloride; tributylphosphine; TEA; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate;
DOI:10.1016/S0957-4166(00)80326-2