(2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

Base Information

Chemical Name:(2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol
CAS No.:199792-33-1
Molecular Formula:C₃₇H₅₈O₇Si₂
Molecular Weight:671.034
Hs Code.:

(2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

Synonyms:(2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

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Chemical Property of (2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

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Technology Process of (2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

There total 31 articles about (2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-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: 96.0%

: 67-64-1
acetone

: 199792-06-8
(2S,3R,4R,4aS,6R,7S,8aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(2-hydroxy-ethyl)-octahydro-pyrano[3,2-b]pyran-3,4-diol

: 199792-33-1
(2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

Guidance literature:: With toluene-4-sulfonic acid; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(97)10254-X

Reference yield:

: (Z)-5-{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-pent-2-enoic acid methyl ester

: 199792-33-1
(2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 22 percent / DDQ / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

2: 1) NaH, 2) t-BuOK / 1) THF, room temperature, 2 h, 2) MeOH, room temperature, 18 h

3: 75 percent / TfOH / diethyl ether / 0.17 h / Ambient temperature

4: 100 percent / LiAlH₄ / diethyl ether / 0.5 h / -5 °C

5: 95 percent / NEt₃, DMAP / CH₂Cl₂ / 9 h / Ambient temperature

6: 100 percent / DDQ / CH₂Cl₂; H₂O / 0.67 h / Ambient temperature

7: 44 percent / H₂ / Pd(OH)2-C / ethanol; ethyl acetate / 168 h / 760 Torr / Ambient temperature

8: 96 percent / p-TsOH*H₂O / 0.5 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; potassium tert-butylate; hydrogen; sodium hydride; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium hydroxide - carbon; In diethyl ether; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/S0040-4020(97)10254-X

Reference yield:

: 199792-25-1
{(2R,3S,4aR,6S,7S,8R,8aR)-7,8-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid methyl ester

: 199792-33-1
(2R,3S,4aR,5aS,10aR,11S,11aS)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-11-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / LiAlH₄ / diethyl ether / 0.5 h / -5 °C

2: 95 percent / NEt₃, DMAP / CH₂Cl₂ / 9 h / Ambient temperature

3: 100 percent / DDQ / CH₂Cl₂; H₂O / 0.67 h / Ambient temperature

4: 44 percent / H₂ / Pd(OH)2-C / ethanol; ethyl acetate / 168 h / 760 Torr / Ambient temperature

5: 96 percent / p-TsOH*H₂O / 0.5 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; hydrogen; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium hydroxide - carbon; In diethyl ether; ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1016/S0040-4020(97)10254-X