Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

Base Information

Chemical Name:Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester
CAS No.:316809-48-0
Molecular Formula:C₃₁H₅₈O₆SSi
Molecular Weight:586.949
Hs Code.:

Synonyms:Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

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Chemical Property of Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

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Technology Process of Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

There total 5 articles about Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl 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: 93.0%

: 124-63-0
methanesulfonyl chloride

: 316809-47-9
(S)-3-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecan-1-ol

: 316809-48-0
Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

Guidance literature:: With triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1021/ol006599p

Reference yield:

: 73121-60-5
1-bromo-undecan-2-one

: 316809-48-0
Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 65 percent / 1,2-dimethoxy-ethane; tetrahydrofuran / 3 h / -50 - 20 °C

2.1: 70 percent / (R,R)-1,2-bis(o-PPh₂-benzoylamino)cyclohexane; Et₃B / (dba)3Pd₂*CHCl₃ / CH₂Cl₂ / 24 h / 20 °C

3.1: 94 percent / Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

4.1: 9-BBN-H; (Ph₃P)3RhCl / tetrahydrofuran / 24 h / 20 °C

4.2: 90 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 5 h / 50 °C

5.1: 93 percent / Et₃N / CH₂Cl₂ / -78 °C

With Wilkinson's catalyst; 9-borabicyclo[3.3.1]nonane dimer; triethyl borane; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 1.1: Grignard reaction / 2.1: Ring cleavage / 3.1: silylation / 4.1: hydroboration / 4.2: Decomposition / 5.1: mesylation;
DOI:10.1021/ol006599p

Reference yield:

: 316809-40-2
2-n-nonyl-2-vinyl-oxirane

: 316809-48-0
Methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxymethyl-dodecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / (R,R)-1,2-bis(o-PPh₂-benzoylamino)cyclohexane; Et₃B / (dba)3Pd₂*CHCl₃ / CH₂Cl₂ / 24 h / 20 °C

2.1: 94 percent / Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3.1: 9-BBN-H; (Ph₃P)3RhCl / tetrahydrofuran / 24 h / 20 °C

3.2: 90 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 5 h / 50 °C

4.1: 93 percent / Et₃N / CH₂Cl₂ / -78 °C

With Wilkinson's catalyst; 9-borabicyclo[3.3.1]nonane dimer; triethyl borane; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; 1.1: Ring cleavage / 2.1: silylation / 3.1: hydroboration / 3.2: Decomposition / 4.1: mesylation;
DOI:10.1021/ol006599p