Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester

Base Information

Chemical Name:Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester
CAS No.:172101-95-0
Molecular Formula:C₃₇H₄₇BrO₆Si
Molecular Weight:695.766
Hs Code.:

Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester

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Chemical Property of Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester

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Technology Process of Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester

There total 13 articles about Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester 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: 66.0%

: 77189-69-6
5-acetoxy-2-bromo-1,4-naphthoquinone

: 172101-94-9
((1R,5R)-5-Benzyloxy-5-methyl-3-vinyl-cyclohex-2-enyloxy)-triisopropyl-silane

: 172101-95-0
Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester

Guidance literature:: In toluene; Heating;
DOI:10.1002/ijch.199700004

Reference yield:

: 166757-87-5
(1R,5R)-5-Benzyloxy-5-methyl-3-vinyl-cyclohex-2-enol

: 172101-95-0
Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / DMAP / CH₂Cl₂ / 3.6 h / Ambient temperature

2: 66 percent / toluene / Heating

With dmap; In dichloromethane; toluene;
DOI:10.1002/ijch.199700004

Reference yield:

: 101917-46-8
(3aS,4R,6R,7aR)-6-Hydroxymethyl-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-4,6-diol

: 172101-95-0
Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-3-methyl-7,12-dioxo-1-triisopropylsilanyloxy-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 71 percent / DMAP / pyridine / 49 h / Ambient temperature

2: 99 percent / DBU / benzene / 0.5 h / Ambient temperature

3: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: 98 percent / Et₃N / CH₂Cl₂ / 0.67 h / 0 °C

5: 85 percent / Na, NH₃ / tetrahydrofuran / 1.25 h / -78 °C

6: 72 percent / 4A molecular sieves, p-TSA / CH₂Cl₂ / 24 h / 20 °C

7: 99 percent / DIBAL / CH₂Cl₂; hexane / 5 h / Ambient temperature

8: 100 percent / NMO, TPAP / CH₂Cl₂ / 2 h / 20 °C

9: 1.) Cu(I)CN, 3.) Et₃N

10: DDQ / benzene / 2 h / 0 °C

11: 85 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

12: 100 percent / DMAP / CH₂Cl₂ / 3.6 h / Ambient temperature

13: 66 percent / toluene / Heating

With dmap; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; ammonia; copper(I) cyanide; sodium; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; pyridine; hexane; dichloromethane; toluene; benzene;
DOI:10.1002/ijch.199700004