(2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol

Base Information

Chemical Name:(2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol
CAS No.:209251-20-7
Molecular Formula:C₂₄H₃₆O₄Si
Molecular Weight:416.633
Hs Code.:

Synonyms:

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Chemical Property of (2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol

There total 8 articles about (2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol 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:

: 209251-06-9
(2R,3S,4R)-1-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-3-hydroxy-5-hexene

: (2R,3R,4S,5S)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol

: 209251-20-7
(2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol; at 23 ℃; Title compound not separated from byproducts.;
DOI:10.1021/jo0267908

Reference yield:

: (2R,3R,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-3-ol

: 209251-20-7
(2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol

Guidance literature:: With water; acetic acid; at 23 ℃;
DOI:10.1016/S0040-4039(00)61370-9

Reference yield:

: 71565-21-4
(2S,4'R)-(+)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)-1-propanol

: 209251-20-7
(2R,3R,4S,5R)-1-[(tert-butyldiphenylsilyl)oxy]-2,4-dimethyl-3,5,6-hexanetriol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) (COCl)2, DMSO; 2.) Et₃N / 1.) -78 deg C; 2.) -78 deg C to RT

2: t-BuOK / 2-methyl-propan-2-ol / -78 °C

3: DIBAL / hexane; CH₂Cl₂ / -78 °C

4: Ti(O-Pr-i)4, (+)-diethyl tartrate, t-BuOOH / CH₂Cl₂ / -23 °C

5: diethyl ether / -40 - -23 °C

6: imidazole / dimethylformamide / 0 °C

7: AcOH, H₂O / 23 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; oxalyl dichloride; potassium tert-butylate; water; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; (+)-Weinsaeure-diethylester; triethylamine; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)61370-9