1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol

Base Information

• Chemical Name: 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol
• CAS No.: 129034-02-2
• Molecular Formula: C₂₀H₃₄O₄SSi
• Molecular Weight: 398.639
• Mol file: 129034-02-2.mol

Synonyms:1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol

Chemical Property of 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol

There total 5 articles about 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol 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%

5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol (129034-01-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol (129034-02-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 0.75h; Ambient temperature;

Reference yield:

5-deoxy-2,3-O-isopropylidene-5-phenylthio-α-D-lyxofuranose (129034-00-0) → 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol (129034-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaBH₄ / methanol / 3 h

2: 92 percent / imidazole / dimethylformamide / 0.75 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide;

Reference yield:

1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside (57492-91-8) → 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol (129034-02-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / NaBH₄ / methanol / 0.08 h

2: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

3: 1) sodium methoxide / 1) methanol

4: 83 percent / NaBH₄ / methanol / 3 h

5: 92 percent / imidazole / dimethylformamide / 0.75 h / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; sodium methylate; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol

tert-butyldimethylsilyl chloride

5-deoxy-2,3-O-isopropylidene-5-phenylthio-α-D-lyxofuranose

1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside

Downstream raw materials:

5-O-tert-butyldimethylsilyl-1-deoxy-3,4-O-isopropylidene-1-phenylthio-D-erythro-pentulose

Methyl-5-acetylamino-3,5-didesoxy-D-glycero-β-D-galakto-nonulopyranosidonsaeure-methylester

6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

6-O-tert-butyldimethylsilyl-1,2-dideoxy-1-dimethylamino-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose