((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

Base Information

Chemical Name:((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
CAS No.:170707-21-8
Molecular Formula:C₂₄H₃₄O₇
Molecular Weight:434.53
Hs Code.:

Synonyms:((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

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Chemical Property of ((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

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Technology Process of ((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

There total 2 articles about ((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 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: 97.0%

: 170707-20-7
((4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-8-ylmethoxy)-tert-butyl-diphenyl-silane

: 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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; 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

: 170707-21-8
((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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
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

: 170707-22-9
(4aR,5aS,6aR,8R,10S,10aS,11aR,12aS)-8-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-10-ol

Guidance literature:: Multi-step reaction with 5 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

With dmap; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ja00146a010