tert-butyl (((3aS_.4R_.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane

Base Information

• Chemical Name: tert-butyl (((3aS_.4R_.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane
• CAS No.: 1320269-77-9
• Molecular Formula: C₂₄H₃₂O₃SSi
• Molecular Weight: 428.668

Synonyms:tert-butyl (((3aS_.4R_.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane

Chemical Property of tert-butyl (((3aS_.4R_.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

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MSDS Files:

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Technology Process of tert-butyl (((3aS_.4R_.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane

There total 8 articles about tert-butyl (((3aS_.4R_.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane 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: 81.0%

5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1,4-di-O-methanesulfonyl-L-lyxitol (1006032-29-6) → tert-butyl (((3aS.4R.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane (1320269-77-9)

Guidance literature:

With sodium sulphide nonahydrate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

DOI:10.1021/ml2001054

Reference yield:

(3aR,6S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one (1320269-76-8) → tert-butyl (((3aS.4R.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane (1320269-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

1.2: 20 h / 0 °C / Inert atmosphere

2.1: sodium sulphide nonahydrate / N,N-dimethyl-formamide / 2 h / 80 °C

With sodium tetrahydroborate; sodium sulphide nonahydrate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/ml2001054

Reference yield:

2,3-O-isopropylidene-L-lyxono-1,4-lactone (152006-17-2) → tert-butyl (((3aS.4R.6aR)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane (1320269-77-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

2.2: 20 h / 0 °C / Inert atmosphere

3.1: sodium sulphide nonahydrate / N,N-dimethyl-formamide / 2 h / 80 °C

With 1H-imidazole; sodium tetrahydroborate; sodium sulphide nonahydrate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml2001054

upstream raw materials:

5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-1,4-di-O-methanesulfonyl-L-lyxitol

(3aR,6S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one

tert-butylchlorodiphenylsilane

2,3-O-isopropylidene-L-lyxono-1,4-lactone

Downstream raw materials:

((3aS,4R,6aR)-2,2- dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)methanol

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