(2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

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Chemical Name:(2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol
CAS No.:170707-24-1
Molecular Formula:C₃₈H₆₀O₇Si₂
Molecular Weight:685.061
Hs Code.:

(2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

Synonyms:(2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

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Chemical Property of (2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

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Technology Process of (2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

There total 9 articles about (2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol 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: 87.0%

: 170707-23-0
(4aR,5aS,6aR,8R,10S,10aR,11aR,12aS)-10-(tert-Butyl-dimethyl-silanyloxy)-8-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacene

: 170707-24-1
(2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

Guidance literature:: With camphor-10-sulfonic acid; In methanol; dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ja00099a081 DOI:10.1021/ja00146a010

Reference yield:

: 122822-08-6
2,6:5,9:8,12-Trianhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

: 170707-24-1
(2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / CSA / CH₂Cl₂ / 4 h / 0 °C

2: 97 percent / TBAF / tetrahydrofuran / 2 h / 25 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 0.5 h, 2.) CH₂Cl₂

4: 96 percent / CH₂Cl₂ / 5 h / 25 °C

5: 100 percent / H₂ / Pd(OH)2 / ethyl acetate / 48 h / 25 °C

6: 92 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

7: 93 percent / Et₃N, DMAP / CH₂Cl₂ / 6 h / 25 °C

8: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

9: 87 percent / CSA / CH₂Cl₂; methanol / 2 h / 0 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ja00146a010

Reference yield:

: 170707-21-8
((4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-8-yl)-methanol

: 170707-24-1
(2R,3S,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-10a-methyl-decahydro-1,8,10-trioxa-anthracen-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 0.5 h, 2.) CH₂Cl₂

2: 96 percent / CH₂Cl₂ / 5 h / 25 °C

3: 100 percent / H₂ / Pd(OH)2 / ethyl acetate / 48 h / 25 °C

4: 92 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

5: 93 percent / Et₃N, DMAP / CH₂Cl₂ / 6 h / 25 °C

6: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

7: 87 percent / CSA / CH₂Cl₂; methanol / 2 h / 0 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; hydrogen; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ja00146a010