((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Base Information

Chemical Name:((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate
CAS No.:1607822-18-3
Molecular Formula:C₂₇H₄₇NO₅Si₂
Molecular Weight:521.845
Hs Code.:

Synonyms:((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

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Chemical Property of ((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

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Technology Process of ((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

There total 5 articles about ((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate 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: 91.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 1316816-62-2
((2S,3S,4R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

: 1607822-18-3
((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1016/j.tetasy.2014.02.009

Reference yield:

: 3-[1-(1'R)-phenylethylaziridin-2(R)-yl]acrylic acid ethyl ester

: 1607822-18-3
((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanesulfonamide; AD-mix-α; water / tert-butyl alcohol / 24 h / 0 °C

2.1: acetic acid / dichloromethane / 12 h / 20 °C

2.2: 12 h / 90 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; methanesulfonamide; AD-mix-α; water; acetic acid; In dichloromethane; tert-butyl alcohol; 1.1: |Sharpless Dihydroxylation;
DOI:10.1016/j.tetasy.2014.02.009

Reference yield:

: 1316816-61-1
(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

: 1607822-18-3
((2S,3S,4R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / dichloromethane / 12 h / 20 °C

1.2: 12 h / 90 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; acetic acid; In dichloromethane;
DOI:10.1016/j.tetasy.2014.02.009