(2S,3S,3aR,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-3,3a,7,7a,8,9,11,11a,11b,11c-decahydro-2H,6aH-6-oxa-benzo[de]anthracene-1,10-dione

Base Information

• Chemical Name: (2S,3S,3aR,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-3,3a,7,7a,8,9,11,11a,11b,11c-decahydro-2H,6aH-6-oxa-benzo[de]anthracene-1,10-dione
• CAS No.: 141762-85-8
• Molecular Formula: C₃₉H₅₂O₇Si
• Molecular Weight: 660.923

Synonyms:

Chemical Property of (2S,3S,3aR,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-3,3a,7,7a,8,9,11,11a,11b,11c-decahydro-2H,6aH-6-oxa-benzo[de]anthracene-1,10-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,3aR,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-3,3a,7,7a,8,9,11,11a,11b,11c-decahydro-2H,6aH-6-oxa-benzo[de]anthracene-1,10-dione

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

(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 (141762-94-9,149400-47-5,149400-48-6) → (2S,3S,3aR,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-3,3a,7,7a,8,9,11,11a,11b,11c-decahydro-2H,6aH-6-oxa-benzo[de]anthracene-1,10-dione (141762-85-8,149400-28-2)

Guidance literature:

With pyridine; trichlorophosphate; at 80 ℃; for 1h; Yield given;

DOI:10.1016/S0040-4039(00)74149-9

Reference yield:

(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 (130575-40-5,149400-23-7) → (2S,3S,3aR,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-3,3a,7,7a,8,9,11,11a,11b,11c-decahydro-2H,6aH-6-oxa-benzo[de]anthracene-1,10-dione (141762-85-8,149400-28-2)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 10percent HCl / tetrahydrofuran / 24 h

3: POCl₃, pyridine / 1 h / 80 °C

With pyridine; hydrogenchloride; Dess-Martin periodane; trichlorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)74149-9

Reference yield:

(2S,3S,3aR,5R,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5,11-dimethoxy-2-methoxymethoxy-3,8,11a-trimethyl-dodecahydro-6-oxa-benzo[de]anthracene-1,10-dione (141762-84-7,149400-27-1) → (2S,3S,3aR,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-11-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-3,3a,7,7a,8,9,11,11a,11b,11c-decahydro-2H,6aH-6-oxa-benzo[de]anthracene-1,10-dione (141762-85-8,149400-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 10percent HCl / tetrahydrofuran / 24 h

2: POCl₃, pyridine / 1 h / 80 °C

With pyridine; hydrogenchloride; trichlorophosphate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)74149-9

upstream raw materials:

(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

(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

(2S,3S,3aR,5R,6aS,7aR,8S,11R,11aR,11bS,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5,11-dimethoxy-2-methoxymethoxy-3,8,11a-trimethyl-dodecahydro-6-oxa-benzo[de]anthracene-1,10-dione

Downstream raw materials:

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

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

(+/-)-glaucarubolone

(+/-)-holacanthone

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