(2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

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Chemical Name:(2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol
CAS No.:81470-82-8
Molecular Formula:C₂₉H₄₄O₄Si
Molecular Weight:484.751
Hs Code.:

Synonyms:(2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

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Chemical Property of (2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

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Technology Process of (2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

There total 12 articles about (2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol 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: 99.6%

: 81470-81-7
(2R,3R,4S)-2-Methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentane-1,3-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 81470-82-8
(2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)93261-2

Reference yield:

: 81470-77-1,98102-72-8,100760-30-3,115181-74-3,133006-91-4,135211-99-3,138124-14-8,145514-09-6
(2S,3R,4R)-1-(benzyloxy)-3,5-(isopropylidenedioxy)-2,4-dimethylpentane

: 81470-82-8
(2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / liquid ammonia, Li / tetrahydrofuran / 0.33 h / Heating

2: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

3: 86 percent / chromic chloride, LAH / tetrahydrofuran / 0.5 h

With lithium aluminium tetrahydride; oxalyl dichloride; ammonia; chromium(III) chloride; lithium; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)93261-2

Reference yield:

: 81520-03-8
(2E,4R)-5-(benzyloxy)-4-methyl-2-penten-1-ol

: 81470-82-8
(2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-4-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-pentan-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: titanium tetraisopropoxide, t-butyl hydroperoxide / D(-)-diethyl tartrate / CH₂Cl₂ / 0.67 h / -23 °C

2: 89 percent / copper (I) iodide / diethyl ether / -40 deg C, 5 h. then -23 deg C, 30 min.

3: 92 percent / camphorsulfonic acid / acetone / 0.5 h / 25 °C

4: 96 percent / liquid ammonia, Li / tetrahydrofuran / 0.33 h / Heating

5: oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -78 °C

6: 86 percent / chromic chloride, LAH / tetrahydrofuran / 0.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; ammonia; chromium(III) chloride; lithium; dimethyl sulfoxide; diethyl (2S,3S)-tartrate; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;
DOI:10.1016/S0040-4020(01)93261-2