(+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol

Base Information

Chemical Name:(+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol
CAS No.:289666-90-6
Molecular Formula:C₂₉H₃₆O₅Si
Molecular Weight:492.687
Hs Code.:

Synonyms:(+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 12 articles about (+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol 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%

: 289666-87-1
(+)-(2S,3R,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanal

: 289666-90-6
(+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ol052943c

Reference yield:

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

: 289666-90-6
(+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 89 percent / pyridine / CH₂Cl₂ / 10 h / 20 °C

4: 88 percent / P₂O₅ / CH₂Cl₂ / 1.5 h

5: 99 percent / DIBALH / tetrahydrofuran / 1 h / 0 °C

With pyridine; dmap; water; phosphorus pentoxide; diisobutylaluminium hydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo060803q

Reference yield:

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

: 289666-90-6
(+)-(2R,3S,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-2,4-methylenedioxypentanol

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / pyridine / CH₂Cl₂ / 10 h / 20 °C

2: 88 percent / P₂O₅ / CH₂Cl₂ / 1.5 h

3: 99 percent / DIBALH / tetrahydrofuran / 1 h / 0 °C

With pyridine; phosphorus pentoxide; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo060803q