(2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

Base Information

Chemical Name:(2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione
CAS No.:141762-90-5
Molecular Formula:C₃₉H₅₀O₉Si
Molecular Weight:690.906
Hs Code.:

(2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

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Chemical Property of (2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

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Technology Process of (2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

There total 9 articles about (2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione 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:

: 141762-89-2,149400-32-8
(2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-4-trimethylsilanyloxy-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

: 141762-90-5,149400-33-9
(2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 0.5h; Yield given;
DOI:10.1016/S0040-4039(00)74149-9

Reference yield:

: 130575-40-5,149400-23-7
(2S,3S,3aR,5R,6aS,7aR,8S,10R,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-10-hydroxy-5,11-dimethoxy-2-methoxymethoxy-3,8,11a-trimethyl-tetradecahydro-6-oxa-benzo[de]anthracen-1-one

: 141762-90-5,149400-33-9
(2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

Guidance literature:: Multi-step reaction with 9 steps

1: Dess-Martin periodinane reagent / CH₂Cl₂ / 1 h

2: 10percent HCl / tetrahydrofuran / 24 h

3: POCl₃, pyridine / 1 h / 80 °C

4: 1) OsO₄, 2) NaHSO₃ / 1) pyridine, 0 deg C, 1 h, 2) 2 h

5: 75 percent / Dess-Martin periodinane reagent / CH₂Cl₂ / 1.5 h

6: 82 percent / NEt₃, DMAP / CH₂Cl₂

7: 1) LiHMDS, TMSCl, 2) NBS / 1) THF, -78 deg C to rt

8: 93 percent / Li₂CO₃, LiBr / dimethylformamide / 0.75 h / 120 °C

9: 10percent HCl / tetrahydrofuran / 0.5 h

With pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; osmium(VIII) oxide; chloro-trimethyl-silane; lithium carbonate; Dess-Martin periodane; sodium hydrogensulfite; triethylamine; lithium bromide; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)74149-9

Reference yield:

: 141762-94-9,149400-47-5,149400-48-6
(2S,3S,3aR,5R,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-dodecahydro-6-oxa-benzo[de]anthracene-1,10-dione

: 141762-90-5,149400-33-9
(2S,3S,3aR,4S,6aS,7aR,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-2,3,3a,4,7,7a,11,11a,11b,11c-decahydro-6aH-6-oxa-benzo[de]anthracene-1,5,10-trione

Guidance literature:: Multi-step reaction with 7 steps

1: POCl₃, pyridine / 1 h / 80 °C

2: 1) OsO₄, 2) NaHSO₃ / 1) pyridine, 0 deg C, 1 h, 2) 2 h

3: 75 percent / Dess-Martin periodinane reagent / CH₂Cl₂ / 1.5 h

4: 82 percent / NEt₃, DMAP / CH₂Cl₂

5: 1) LiHMDS, TMSCl, 2) NBS / 1) THF, -78 deg C to rt

6: 93 percent / Li₂CO₃, LiBr / dimethylformamide / 0.75 h / 120 °C

7: 10percent HCl / tetrahydrofuran / 0.5 h

With pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; osmium(VIII) oxide; chloro-trimethyl-silane; lithium carbonate; Dess-Martin periodane; sodium hydrogensulfite; triethylamine; lithium bromide; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)74149-9