(2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid

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Chemical Name:(2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid
CAS No.:461644-58-6
Molecular Formula:C₂₇H₃₂O₅Si
Molecular Weight:464.634
Hs Code.:

Synonyms:(2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid

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Chemical Property of (2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid

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Technology Process of (2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid

There total 3 articles about (2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid 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: 70.0%

: 461644-56-4
(2S,4R,5R)-1,2-O-cyclohexylidene-6-O-(tert-butyldiphenylsilyl)-1,2,5,6-tetrahydroxy-4-(4-methoxyphenyl)hexan-3-one

: 461644-58-6
(2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid

Guidance literature:: (2S,4R,5R)-1,2-O-cyclohexylidene-6-O-(tert-butyldiphenylsilyl)-1,2,5,6-tetrahydroxy-4-(4-methoxyphenyl)hexan-3-one; With periodic acid; In diethyl ether; ethyl acetate; at 20 ℃;

With potassium hydrogencarbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1016/S0957-4166(02)00227-6

Reference yield:

: 461644-52-0
1-(S)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-(4-methoxy-phenyl)-ethanol

: 461644-58-6
(2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 16 h / 20 °C

2.1: Chx₂BCl; Et₃N / diethyl ether / 1.17 h / -78 - 0 °C

2.2: 90 percent / diethyl ether / 5 h / -78 - 0 °C

3.1: H₅IO₆ / diethyl ether; ethyl acetate / 20 °C

3.2: 70 percent / KHCO₃ / methanol / 2 h / 20 °C

With dicyclohexylboron chloride; sodium hydrogencarbonate; Dess-Martin periodane; periodic acid; triethylamine; In diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1016/S0957-4166(02)00227-6

Reference yield:

: 461644-50-8
1-(S)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-(4-methoxy-phenyl)-ethanone

: 461644-58-6
(2R,3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-(4-methoxyphenyl)butanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: Chx₂BCl; Et₃N / diethyl ether / 1.17 h / -78 - 0 °C

1.2: 90 percent / diethyl ether / 5 h / -78 - 0 °C

2.1: H₅IO₆ / diethyl ether; ethyl acetate / 20 °C

2.2: 70 percent / KHCO₃ / methanol / 2 h / 20 °C

With dicyclohexylboron chloride; periodic acid; triethylamine; In diethyl ether; ethyl acetate;
DOI:10.1016/S0957-4166(02)00227-6