(2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

Base Information

Chemical Name:(2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol
CAS No.:575456-25-6
Molecular Formula:C₂₆H₄₈O₆Si₂
Molecular Weight:512.835
Hs Code.:

Synonyms:(2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

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Chemical Property of (2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

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Technology Process of (2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

There total 2 articles about (2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol 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: 85.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: Benzoic acid (2R,3R,5R)-2,3,5,6-tetrahydroxy-2-methyl-hexyl ester

: 575456-25-6
(2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

Guidance literature:: With pyridine; In dichloromethane; at -78 - 20 ℃; for 1h;
DOI:10.1021/ja030133v

Reference yield:

: (2RS,3RS,5RS)-1-benzoyloxy-5,6-isopropylidenedioxy-2-methyl-2,3-hexanediol

: 575456-25-6
(2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

Guidance literature:: Multi-step reaction with 2 steps

1: aq. acetic acid / 1.5 h / 20 °C

2: 85 percent / pyridine / CH₂Cl₂ / 1 h / -78 - 20 °C

With pyridine; acetic acid; In dichloromethane;
DOI:10.1021/ja030133v

Reference yield:

: 575456-25-6
(2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

: (2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2,3-dihydroxy-2-methylhexane 2,3-cyclophosphate triethylammonium salt

Guidance literature:: Multi-step reaction with 3 steps

1: POCl₃; pyridine / 0.5 h / 0 °C

2: 50 mg / 0 °C

3: aq. 2,2,2-trifluoroethanol / 1 h / 20 °C

With pyridine; 2,2,2-trifluoroethanol; trichlorophosphate;
DOI:10.1021/ja030133v