(1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one

Base Information

Chemical Name:(1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one
CAS No.:137175-16-7
Molecular Formula:C₃₉H₅₆O₈Si
Molecular Weight:680.954
Hs Code.:

Synonyms:(1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one

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Chemical Property of (1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one

Chemical Property:

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Technology Process of (1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one

There total 2 articles about (1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one 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:

: 137175-15-6
(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

: 137175-16-7
(1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one

Guidance literature:: With sodium hydroxide; dihydrogen peroxide; diborane; Yield given. Multistep reaction; THF, 1) 1.1) -23 deg C, 15 min., 1.2) 0 deg C, 30 min., 1.3) 15 min., 2) RT, 4 h;
DOI:10.1021/jo00025a039

Reference yield:

: 130575-39-2
(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-tetradecahydro-6-oxa-benzo[de]anthracene-1,11-dione

: 137175-16-7
(1β,2α,12α,16β)-20-(tert-butyldiphenylsiloxy)-1,2-dihydroxy-16-methoxy-12-(methoxymethoxy)picrasan-11-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1) lithium hexamethylsisilazide, 2) Et₃N / THF, 1) 1.1) -78 deg C, 30 min., 1.2) 0 deg C, 30 min., 2) 2.1) -78 deg C, 15 min., 2.2) 0 deg C, 15 min.

2: 1) diborane, 2) 3.0 N aq. NaOH, 30percent aq. H₂O₂ / THF, 1) 1.1) -23 deg C, 15 min., 1.2) 0 deg C, 30 min., 1.3) 15 min., 2) RT, 4 h

With sodium hydroxide; dihydrogen peroxide; triethylamine; diborane; lithium hexamethyldisilazane;
DOI:10.1021/jo00025a039