(1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol

Base Information

Chemical Name:(1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol
CAS No.:150841-75-1
Molecular Formula:C₃₃H₃₈O₃SSi
Molecular Weight:542.814
Hs Code.:

Synonyms:(1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol

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Chemical Property of (1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol

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Technology Process of (1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol

There total 6 articles about (1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol 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: 92.0%

: 107-30-2
chloromethyl methyl ether

: 150949-08-9
(1S,2S)-1-benzenethio-1-trimethylsilyl-3-O-(triphenylmethyl)-propane-2,3-diol

: 150841-75-1
(1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In toluene; at 95 ℃; for 7.5h;
DOI:10.1080/00397919308011214

Reference yield:

: 59376-64-6
(2E)-3-(trimethylsilyl)prop-2-en-1-ol

: 150841-75-1
(1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) L-(+)-diisopropyl tartrate (DIPT), Ti(Oi-Pr)4, molecular sieves 4A, 2.) TBHP / 1.) CH₂Cl₂, -20 deg C, 10 min, 2.) CH₂Cl₂, toluene, -20 deg C, 21 h

2: silica gel / 0.5 h

3: 92 percent / pyridine, DMAP / CH₂Cl₂ / 20 h

4: 92 percent / N,N-diisopropylethylamine / toluene / 7.5 h / 95 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; L-(+)-diisopropyl tartrate; 4 A molecular sieve; silica gel; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1080/00397919308011214

Reference yield:

: 76-83-5
trityl chloride

: 150841-75-1
(1S,2S)-1-benzenethio-2-O-methoxymethyl-1-trimethylsilyl-3-O-(triphenylmethyl)propane-2,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / pyridine, DMAP / CH₂Cl₂ / 20 h

2: 92 percent / N,N-diisopropylethylamine / toluene / 7.5 h / 95 °C

With pyridine; dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1080/00397919308011214