(1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

Base Information

Chemical Name:(1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester
CAS No.:864152-01-2
Molecular Formula:C₃₅H₅₄O₈Si
Molecular Weight:630.894
Hs Code.:

(1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

Synonyms:(1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

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Chemical Property of (1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

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Technology Process of (1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

There total 13 articles about (1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl 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: 83.0%

: 864152-00-1
tert-Butyl-{1-[(3S,3aR,4S,6R,7aR)-3-(4-methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-vinyloxy}-dimethyl-silane

: 624-49-7
dimethylfumarate

: (1S,2S,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

: 864152-01-2
(1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: In toluene; for 10h; Heating;
DOI:10.1055/s-2005-871549

Reference yield:

: 864151-96-2
(3aR,4S,6R,7aR)-4,6,7a-Trimethyl-octahydro-inden-1-one

: 864152-01-2
(1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: LDA / tetrahydrofuran / 3 h / -78 °C

1.2: tetrahydrofuran

2.1: allyl carbonate / Pd(OAc)2 / acetonitrile / Heating

3.1: 97 percent / tetrahydrofuran / 5 h / -78 - -23 °C

4.1: 77 percent / aq. H₂SO₄ / tetrahydrofuran / 24 h / 0 - 20 °C

5.1: NaH / tetrahydrofuran / 7 h / Heating

5.2: CAN; NaHCO₃ / acetonitrile / 0.33 h / -23 °C

5.3: 70 percent / aq. Dess-Martin periodinane / acetonitrile; CH₂Cl₂ / 39 h / 20 °C

6.1: 95 percent / KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

7.1: 83 percent / toluene / 10 h / Heating

With diallylcarbonate; sulfuric acid; potassium hexamethylsilazane; sodium hydride; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene; acetonitrile;
DOI:10.1055/s-2005-871549

Reference yield:

: 864151-95-1
(1R,3aR,4S,6R,7aR)-4,6,7a-Trimethyl-octahydro-inden-1-ol

: 864152-01-2
(1R,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluorene-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 93 percent / (COCl)2; DMSO; Et₃N / 1 h / -78 - 0 °C

2.1: LDA / tetrahydrofuran / 3 h / -78 °C

2.2: tetrahydrofuran

3.1: allyl carbonate / Pd(OAc)2 / acetonitrile / Heating

4.1: 97 percent / tetrahydrofuran / 5 h / -78 - -23 °C

5.1: 77 percent / aq. H₂SO₄ / tetrahydrofuran / 24 h / 0 - 20 °C

6.1: NaH / tetrahydrofuran / 7 h / Heating

6.2: CAN; NaHCO₃ / acetonitrile / 0.33 h / -23 °C

6.3: 70 percent / aq. Dess-Martin periodinane / acetonitrile; CH₂Cl₂ / 39 h / 20 °C

7.1: 95 percent / KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

8.1: 83 percent / toluene / 10 h / Heating

With oxalyl dichloride; diallylcarbonate; sulfuric acid; potassium hexamethylsilazane; sodium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene; acetonitrile; 1.1: Swern oxidation;
DOI:10.1055/s-2005-871549