(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

Base Information

Chemical Name:(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one
CAS No.:137175-15-6
Molecular Formula:C₄₂H₆₂O₇Si₂
Molecular Weight:735.121
Hs Code.:

(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

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Chemical Property of (2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

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Technology Process of (2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

There total 1 articles about (2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-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:

: 75-77-4
chloro-trimethyl-silane

: 130575-39-2
(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-tetradecahydro-6-oxa-benzo[de]anthracene-1,11-dione

: 137175-15-6
(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

Guidance literature:: With triethylamine; lithium hexamethyldisilazane; Yield given. Multistep reaction; THF, 1) 1.1) -78 deg C, 30 min., 1.2) 0 deg C, 30 min., 2) 2.1) -78 deg C, 15 min., 2.2) 0 deg C, 15 min.;
DOI:10.1021/jo00025a039

Reference yield:

: 137175-15-6
(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

: 137175-18-9
(1β,2α,12α)-20-(tert-butyldiphenylsiloxy)-1,2,12-trihydroxypicrasane-11,16-dione 1,2-carbonate

Guidance literature:: Multi-step reaction with 5 steps

1: 1) diborane, 2) 3.0 N aq. NaOH, 30percent aq. H₂O₂ / THF, 1) 1.1) -23 deg C, 15 min., 1.2) 0 deg C, 30 min., 1.3) 15 min., 2) RT, 4 h

2: 100 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1) 0 deg C, 12.5 h, 2) RT, 1.5 h

3: 10percent aq. HCl / tetrahydrofuran / 42.5 h / Ambient temperature

4: pyridinium chlorochromate, CH₃COONa, Celite / CH₂Cl₂ / 1) 0 deg C, 15 min., 2) RT, 1.25 h, 3) 5 h

5: 90 percent / iodotrimethylsilane / acetonitrile / 1) -23 deg C, 20 min., 2) 0 deg C, 20 min., 3) RT, 2.5 h

With hydrogenchloride; dmap; sodium hydroxide; trimethylsilyl iodide; Celite; dihydrogen peroxide; sodium acetate; pyridinium chlorochromate; diborane; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00025a039

Reference yield:

: 137175-15-6
(2S,3S,3aR,5R,6aS,7aR,8S,11aR,11bR,11cR)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-2-methoxymethoxy-3,8,11a-trimethyl-11-trimethylsilanyloxy-3,3a,4,5,6a,7,7a,8,9,11a,11b,11c-dodecahydro-2H-6-oxa-benzo[de]anthracen-1-one

: C₃₉H₅₂O₉Si

Guidance literature:: Multi-step reaction with 3 steps

1: 1) diborane, 2) 3.0 N aq. NaOH, 30percent aq. H₂O₂ / THF, 1) 1.1) -23 deg C, 15 min., 1.2) 0 deg C, 30 min., 1.3) 15 min., 2) RT, 4 h

2: 100 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1) 0 deg C, 12.5 h, 2) RT, 1.5 h

3: 10percent aq. HCl / tetrahydrofuran / 42.5 h / Ambient temperature

With hydrogenchloride; dmap; sodium hydroxide; dihydrogen peroxide; diborane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00025a039