Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
• CAS No.: 214678-59-8
• Molecular Formula: C₂₀H₃₁F₃O₆SSi
• Molecular Weight: 484.609

Synonyms:Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Chemical Property of Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

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Technology Process of Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

There total 1 articles about Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 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: 97.0%

trifluoromethylsulfonic anhydride (358-23-6) + (4R)-4-t-butyldimethylsilyloxy-4-phenyl-2S,3S-O-isopropylidene-butanol (214678-58-7) → Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (214678-59-8)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -10 ℃; for 0.5h;

DOI:10.1016/S0040-4039(98)01562-7

Reference yield: 96.0%

trimethyl 3-(phenylsulfonyl)orthopropionate (38435-08-4) + Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (214678-59-8) → 3-Benzenesulfonyl-4-{(4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-butyric acid methyl ester (214678-60-1)

Guidance literature:

With n-butyllithium; Ambient temperature;

DOI:10.1016/S0040-4039(98)01562-7

Reference yield: 50.0%

trimethyl 3-(phenylsulfonyl)orthopropionate (38435-08-4) + Trifluoro-methanesulfonic acid (4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (214678-59-8) → C38H62O7Si2 + 3-Benzenesulfonyl-4-{(4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-butyric acid methyl ester (214678-60-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; Ambient temperature;

DOI:10.1016/S0040-4039(98)01562-7

upstream raw materials:

trifluoromethylsulfonic anhydride

(4R)-4-t-butyldimethylsilyloxy-4-phenyl-2S,3S-O-isopropylidene-butanol

Downstream raw materials:

3-Benzenesulfonyl-4-{(4R,5S)-5-[(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-butyric acid methyl ester

(R)-4-Benzenesulfonyl-6-((1R,2S)-1,2-dihydroxy-2-phenyl-ethyl)-tetrahydro-pyran-2-one

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