Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester

Base Information

Chemical Name:Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester
CAS No.:527742-93-4
Molecular Formula:C₂₀H₃₆O₄S₂Si
Molecular Weight:432.721
Hs Code.:

Synonyms:Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester

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Chemical Property of Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester

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Technology Process of Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester

There total 9 articles about Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-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:

: 124-63-0
methanesulfonyl chloride

: 385809-07-4
[2S,4R]-6-(tert-butyldimethylsilanyloxy)-4-methyl-6-phenylsulfanylhexan-2-ol

: 527742-93-4
Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester

Guidance literature:: With triethylamine; In dichloromethane; at -10 - 20 ℃; for 1h;
DOI:10.1002/1521-3773(20011015)40:20<3842::AID-ANIE3842>3.0.CO;2-R

Reference yield:

: 385809-06-3
[4R,6S]-6-(tert-butyldimethylsilanyloxymethyl)-4-methyl-tetrahydropyran-2-one

: 527742-93-4
Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

2: 83 percent / Bu₃P / tetrahydrofuran / 16 h / 0 - 20 °C

3: Et₃N / CH₂Cl₂ / 1 h / -10 °C

With lithium borohydride; tributylphosphine; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo026743f

Reference yield:

: 89408-85-5
(S)-6-(hydroxymethyl)-5,6-dihydro-2H-pyran-2-one

: 527742-93-4
Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / imidazole; DMAP / CH₂Cl₂; toluene / 16 h / 0 - 20 °C

2.1: CuI / 0 °C

2.2: 84 percent / diethyl ether / 1 h / 0 °C

3.1: 98 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

4.1: 83 percent / Bu₃P / tetrahydrofuran / 16 h / 0 - 20 °C

5.1: Et₃N / CH₂Cl₂ / 1 h / -10 °C

With 1H-imidazole; dmap; copper(l) iodide; lithium borohydride; tributylphosphine; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo026743f