(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol

Base Information

Chemical Name:(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol
CAS No.:185335-96-0
Molecular Formula:C₁₆H₂₈O₄Si
Molecular Weight:312.481
Hs Code.:

Synonyms:(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol

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Chemical Property of (2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol

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Technology Process of (2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol

There total 4 articles about (2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol 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: 98.0%

: 179618-34-9
ethyl (2S,3S,4R)-4-{[(tert-butyl)(dimethyl)silyl]oxy}-2,3-dihydroxy-4-phenylbutanoate

: 185335-96-0
(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; for 0.333333h; Ambient temperature;
DOI:10.1016/0957-4166(96)00431-4

Reference yield:

: 130115-07-0
(R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde

: 185335-96-0
(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / toluene / 0.5 h / Heating

2: 85 percent / N-methyl morpholine N-oxide hydrate, OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / Ambient temperature

3: 98 percent / LiBH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

With osmium(VIII) oxide; lithium borohydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1016/0957-4166(96)00431-4

Reference yield:

: 153293-97-1
ethyl (R)-2-(tert-butyldimethylsilyloxy)-2-phenylacetate

: 185335-96-0
(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butane-1,2,3-triol

Guidance literature:: Multi-step reaction with 4 steps

1: DIBAL-H / diethyl ether; hexane / 0.33 h / -78 °C

2: 86 percent / toluene / 0.5 h / Heating

3: 85 percent / N-methyl morpholine N-oxide hydrate, OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / Ambient temperature

4: 98 percent / LiBH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

With osmium(VIII) oxide; lithium borohydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; diethyl ether; hexane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1016/0957-4166(96)00431-4