(4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacene-8-carbaldehyde

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-naphthacene-8-carbaldehyde
CAS No.:159328-02-6
Molecular Formula:C₂₄H₃₂O₇
Molecular Weight:432.514
Hs Code.:

Synonyms:(4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacene-8-carbaldehyde

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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-naphthacene-8-carbaldehyde

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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-naphthacene-8-carbaldehyde

There total 3 articles about (4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacene-8-carbaldehyde 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:

: 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

: 159328-02-6
(4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacene-8-carbaldehyde

Guidance literature:: Multi-step reaction with 3 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

With oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00146a010

Reference yield:

: 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

: 159328-02-6
(4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacene-8-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / TBAF / tetrahydrofuran / 2 h / 25 °C

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

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
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

: 159328-02-6
(4aR,5aS,6aR,8S,10S,10aS,11aR,12aS)-10-Benzyloxy-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacene-8-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CHCl₂, -78 deg C, 0.5 h, 2.) CH₂Cl₂;
DOI:10.1021/ja00099a081