(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

Base Information

Chemical Name:(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one
CAS No.:663606-00-6
Molecular Formula:C₃₄H₄₆O₇Si
Molecular Weight:594.821
Hs Code.:

(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

Synonyms:(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

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Chemical Property of (2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

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Technology Process of (2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

There total 28 articles about (2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one 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: 85.0%

: 67-64-1
acetone

: 663605-99-0
(3S,3aR,4S,6S,6aS,8S,9R,9aR,9bS)-8-(tert-Butyl-diphenyl-silanyloxy)-3,3a-dihydroxy-4,6-bis-methoxymethoxy-3,6,9-trimethyl-decahydro-azuleno[4,5-b]furan-2-one

: 663606-00-6
(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

Guidance literature:: With amberlyst-15; at 20 ℃;
DOI:10.1002/anie.200353140

Reference yield:

: 663605-91-2
C₄₀H₆₄O₅Si₂

: 663606-00-6
(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: Grubbs' dihydroimidazoline ruthenium catalyst / dichloromethane / Heating

2: potassium dioxotetrahydroxoosmate(VI); sodium hydrogencarbonate; potassium hexacyanoferrate(III) / methanesulfonamide; potassium carbonate / tert-butyl alcohol / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

4: sodium hydride / tetrahydrofuran / Heating

5: lithium borohydride / tetrahydrofuran / Heating

6: 2,6-dimethylpyridine; dmap / dichloromethane / 20 °C

7: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

8: Quinuclidine; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III) / methanesulfonamide; potassium carbonate / tert-butyl alcohol / 20 °C

9: potassium carbonate / methanol / 20 °C

10: N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve / acetonitrile / 20 °C

11: amberlyst-15 / 20 °C

With Quinuclidine; 2,6-dimethylpyridine; dmap; lithium borohydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; amberlyst-15; potassium dioxotetrahydroxoosmate(VI); 4 A molecular sieve; sodium hydride; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); methanesulfonamide; Grubbs' dihydroimidazoline ruthenium catalyst; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; tert-butyl alcohol; 4: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/anie.200353140

Reference yield:

: 663605-94-5
(4S,4aR,5R,6S,7aS,8S,9aS)-6-(tert-Butyl-diphenyl-silanyloxy)-8-methoxymethoxy-3,5,8-trimethyl-4-triethylsilanyloxy-4a,5,6,7,7a,8,9,9a-octahydro-4H-azuleno[6,5-b]furan-2-one

: 663606-00-6
(2aS,5aS,7S,7aS,9S,10R,10aR,10bS,10cR)-9-(tert-Butyl-diphenyl-silanyloxy)-7,10c-dihydroxy-2a,4,4,7,10-pentamethyl-decahydro-1,3,5-trioxa-benzo[cd]cyclopenta[h]azulen-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: lithium borohydride / tetrahydrofuran / Heating

2: 2,6-dimethylpyridine; dmap / dichloromethane / 20 °C

3: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4: Quinuclidine; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III) / methanesulfonamide; potassium carbonate / tert-butyl alcohol / 20 °C

5: potassium carbonate / methanol / 20 °C

6: N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve / acetonitrile / 20 °C

7: amberlyst-15 / 20 °C

With Quinuclidine; 2,6-dimethylpyridine; dmap; lithium borohydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; amberlyst-15; potassium dioxotetrahydroxoosmate(VI); 4 A molecular sieve; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); methanesulfonamide; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; tert-butyl alcohol;
DOI:10.1002/anie.200353140