(E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate

Base Information

Chemical Name:(E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate
CAS No.:152168-69-9
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate

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Chemical Property of (E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate

Chemical Property:

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Technology Process of (E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate

There total 4 articles about (E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate 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: 94.0%

: 152168-68-8
(E)-(4R,5R)-8-benzyloxy-4,5-epoxy-4-methyl-2-octenoate

: 152168-69-9
(E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; formic acid; tributylphosphine; triethylamine; In 1,4-dioxane; Ambient temperature;
DOI:10.1016/S0957-4166(00)80326-2

Reference yield:

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

: 152168-69-9
(E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 152168-67-7
(2S,3R)-3-(3-Benzyloxy-propyl)-2-methyl-oxirane-2-carbaldehyde

: 152168-69-9
(E)-(4R,5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / NaH / tetrahydrofuran / 0 °C

2: 94 percent / Pd₂(dba)3CHCl₃, n-Bu₃P, HCO₂H, Et₃N / dioxane / Ambient temperature

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; formic acid; tributylphosphine; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1016/S0957-4166(00)80326-2