Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate

Base Information

• Chemical Name: Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate
• CAS No.: 146963-21-5
• Molecular Formula: C₂₆H₃₈O₄Si₂
• Molecular Weight: 470.756
• Mol file: 146963-21-5.mol

Synonyms:Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate

Chemical Property of Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate

There total 9 articles about Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate 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: 32.0%

Methyl (Z)-3-dimethyl(4-methylphenyl)silylprop-2-enoate (146963-18-0) → Methyl 3-dimethyl(4-methylphenyl)silylpropanoate + Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate (146963-21-5) + Dimethyl (3RS,4RS)-3,4-bishexane-1,6-dioate

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol; In tetrahydrofuran;

DOI:10.1039/c39920001775

Reference yield: 30.0%

Methyl (E)-3-dimethyl(4-methylphenyl)silylprop-2-enoate (146963-17-9) → Methyl 3-dimethyl(4-methylphenyl)silylpropanoate + Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate (146963-21-5) + Dimethyl (3RS,4RS)-3,4-bishexane-1,6-dioate

Guidance literature:

With tert-butyl alcohol; samarium diiodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; for 0.0166667h; Ambient temperature;

DOI:10.1039/a804282i

Reference yield: 24.0%

Methyl (Z)-3-dimethyl(4-methylphenyl)silylprop-2-enoate (146963-18-0) → Methyl 3-dimethyl(4-methylphenyl)silylpropanoate + Dimethyl (3RS,4SR)-3,4-bishexane-1,6-dioate (146963-21-5)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; samarium diiodide; malonic acid dimethyl ester; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/c39920001775

upstream raw materials:

Methyl (Z)-3-dimethyl(4-methylphenyl)silylprop-2-enoate

Methyl (E)-3-dimethyl(4-methylphenyl)silylprop-2-enoate

para-bromotoluene

dimethyl-p-tolylsilane

Downstream raw materials:

(3RS,4SR)-3,4-Biscyclopentan-1-one

(3R,4S)-3,4-Bis-(dimethyl-p-tolyl-silanyl)-hexanedioic acid

(4S,5R)-4,5-Bis-(dimethyl-p-tolyl-silanyl)-oxepane-2,7-dione

Refernces

• 1、 Fleming, Ian,Ghosh, Sunil K.. "Stereocontrol in organic synthesis using silicon-containing compounds. Syntheses of (±)-2-deoxyribonolactone and (±)-arabonolactone". . p. 2711 - 2720. Retrieved 2007/10/03.