((2S,3S,4S)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methanol

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Chemical Name:((2S,3S,4S)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methanol
CAS No.:1607822-17-2
Molecular Formula:C₂₅H₄₇NO₃Si₂
Molecular Weight:465.824
Hs Code.:

Synonyms:((2S,3S,4S)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methanol

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

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

There total 8 articles about ((2S,3S,4S)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methanol 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:

: C₂₅H₄₅NO₄Si₂

: 1607822-17-2
((2S,3S,4S)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methanol

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 70 ℃; for 3h;
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

: 1607822-17-2
((2S,3S,4S)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methanol

Guidance literature:: Multi-step reaction with 4 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

3.1: potassium hydroxide / ethanol / 1 h / 20 °C

4.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 - 70 °C

With 2,6-dimethylpyridine; dimethylsulfide borane complex; acetic acid; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.tetasy.2014.02.009

Reference yield:

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

: 1607822-17-2
((2S,3S,4S)-3,4-bis((tert-butyldimethylsilyl)oxy)-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methanol

Guidance literature:: Multi-step reaction with 5 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

4.1: potassium hydroxide / ethanol / 1 h / 20 °C

5.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 - 70 °C

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