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

Base Information

• Chemical Name: (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol
• CAS No.: 289666-88-2
• Molecular Formula: C₃₁H₄₀O₅Si
• Molecular Weight: 520.741

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

Chemical Property of (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol

There total 9 articles about (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol 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: 92.0%

2,2-dimethoxy-propane (77-76-9) + (-)-(2R,3S,4R)-3-benzyloxy-5-tert-butyldiphenylsilyloxy-1,2,4-pentanetriol (289666-86-0) → (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol (289666-88-2)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃;

DOI:10.1055/s-2006-951540

Reference yield: 61.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (2RS,3R,4R)-3-benzyloxy-4,5-isopropylidenedioxy-1,2-pentanediol → (+)-(2S,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol + (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol (289666-88-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1021/jo060803q

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) + (2RS,3R,4R)-3-benzyloxy-4,5-isopropylidenedioxy-1,2-pentanediol → (+)-(2R,3R,4R)-3-benzyloxy-1-tert-butyldiphenylsilyloxy-4,5-isopropylidenedioxy-2-pentol (289666-88-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1021/ol052943c

upstream raw materials:

tert-butylchlorodiphenylsilane

(R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol

(+)-(2R,3R)-1,2-O-isopropylidene-4-pentyne-1,2,3-triol

(2R,3R)-3-O-benzyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol

Downstream raw materials:

(-)-methyl (3S,4S,5R,6R)-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3,5-dihydroxy-4,6-methylenedioxyheptanoate

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

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

(+)-(2R,3R,4R,5S)-1-tert-butyldiphenylsilyloxy-6,6-dimethyl-3-hydroxy-5-methoxy-2,4-methylenedioxyoct-7-en-3-ol

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