(-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol

Base Information

Chemical Name:(-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol
CAS No.:289666-86-0
Molecular Formula:C₂₈H₃₆O₅Si
Molecular Weight:480.676
Hs Code.:

Synonyms:(-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol

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Chemical Property of (-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol

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Technology Process of (-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol

There total 10 articles about (-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol 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: 99.0%

: 4-O-benzyl-5-O-tert-butyldiphenylsilyl-D-arabinofuranose

: 289666-86-0
(-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 20 ℃;
DOI:10.1055/s-2006-951540

Reference yield: 98.0%

: 289666-88-2
(+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol

: 289666-86-0
(-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 55 ℃; for 6h;
DOI:10.1021/ol052943c

Reference yield:

: (2RS,3R,4R)-3-benzyloxy-4,5-isopropylidenedioxy-1,2-pentanediol

: 289666-86-0
(-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / DMAP; Et₃N / CH₂Cl₂ / 10 h / 20 °C

2: 98 percent / AcOH; H₂O / tetrahydrofuran / 6 h / 55 °C

With dmap; water; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo060803q