S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate

Base Information

Chemical Name:S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate
CAS No.:919764-56-0
Molecular Formula:C₃₀H₄₆O₃S₂Si
Molecular Weight:546.911
Hs Code.:

Synonyms:S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate

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Chemical Property of S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate

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Technology Process of S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate

There total 3 articles about S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate 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: 90.0%

: 919764-51-5
S-tert-butyl [3R,(S)S]-3-hydroxy-4-[2-(p-tolylsulfinyl)phenyl]butanethioate

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 919764-56-0
S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/j.tet.2006.10.010

Reference yield:

: 63584-47-4
(1-tert-butylsulfanyl-vinyloxy)trimethylsilane

: 919764-56-0
S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / Yb(OTf)3 / acetonitrile / 1.5 h / -40 °C

2: 90 percent / 2,6-lutidine / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; ytterbium(III) triflate; In dichloromethane; acetonitrile; 1: Mikaiyama aldol reaction;
DOI:10.1016/j.tet.2006.10.010

Reference yield:

: 794525-98-7
(S)-2-[2-(p-tolylsulfinyl)phenyl]acetaldehyde

: 919764-56-0
S-tert-butyl [3R,(S)S]-4-[2-(p-tolylsulfinyl)phenyl]-3-(triisopropylsilyloxy)butanethioate

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / Yb(OTf)3 / acetonitrile / 1.5 h / -40 °C

2: 90 percent / 2,6-lutidine / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; ytterbium(III) triflate; In dichloromethane; acetonitrile; 1: Mikaiyama aldol reaction;
DOI:10.1016/j.tet.2006.10.010