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

Base Information

• Chemical Name: (2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol
• CAS No.: 150841-74-0
• Molecular Formula: C₁₅H₂₄O₂SSi
• Molecular Weight: 296.506
• Mol file: 150841-74-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-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: 100.0%

2-Methoxypropene (116-11-0) + (2S,3S)-3-benzenethio-3-(trimethylosilyl)propane-1,2-diol (150841-73-9) → (2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol (150841-74-0)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1080/00397919308011214

Reference yield:

(2E)-3-(trimethylsilyl)prop-2-en-1-ol (59376-64-6) → (2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol (150841-74-0)

Guidance literature:

Multi-step reaction with 3 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: 100 percent / PPTS / CH₂Cl₂ / 1.5 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; pyridinium p-toluenesulfonate; silica gel; In dichloromethane;

DOI:10.1080/00397919308011214

Reference yield:

(2S,3S)-2,3-epoxy-3-(trimethylsilyl)propan-1-ol (138810-04-5) → (2S,3S)-3-benzenethio-1,2-O-isopropylidene-3-(trimethylsilyl)propane-1,2-diol (150841-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: silica gel / 0.5 h

2: 100 percent / PPTS / CH₂Cl₂ / 1.5 h / Ambient temperature

With pyridinium p-toluenesulfonate; silica gel; In dichloromethane;

DOI:10.1080/00397919308011214

upstream raw materials:

2-Methoxypropene

(2S,3S)-3-benzenethio-3-(trimethylosilyl)propane-1,2-diol

(2E)-3-(trimethylsilyl)prop-2-en-1-ol

(2S,3S)-2,3-epoxy-3-(trimethylsilyl)propan-1-ol

Downstream raw materials:

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde