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

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Chemical Name:(2R,3S,4aR,5aS,10aS,11S,11aR)-11-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalene
CAS No.:199792-39-7
Molecular Formula:C₄₄H₆₄O₇Si₂
Molecular Weight:761.159
Hs Code.:

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

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

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

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

There total 32 articles about (2R,3S,4aR,5aS,10aS,11S,11aR)-11-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalene 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: 99.0%

: 100-39-0
benzyl bromide

: 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

: 199792-39-7
(2R,3S,4aR,5aS,10aS,11S,11aR)-11-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 31h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10107-1

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

: 199792-39-7
(2R,3S,4aR,5aS,10aS,11S,11aR)-11-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalene

Guidance literature:: Multi-step reaction with 9 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

9: 99 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 31 h / Ambient temperature

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

Reference yield:

: 199792-27-3
2-{(2S,3S,4R,4aR,6R,7S,8aR)-3,4-Bis-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanol

: 199792-39-7
(2R,3S,4aR,5aS,10aS,11S,11aR)-11-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-9,9-dimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalene

Guidance literature:: Multi-step reaction with 3 steps

1: 44 percent / H₂ / Pd(OH)2-C / ethanol; ethyl acetate / 168 h / 760 Torr / Ambient temperature

2: 96 percent / p-TsOH*H₂O / 0.5 h / Ambient temperature

3: 99 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 31 h / Ambient temperature

With hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; palladium hydroxide - carbon; In tetrahydrofuran; ethanol; ethyl acetate;
DOI:10.1016/S0040-4020(97)10254-X