[(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

Base Information

Chemical Name:[(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol
CAS No.:864152-14-7
Molecular Formula:C₃₃H₅₄O₆Si
Molecular Weight:574.874
Hs Code.:

[(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

Synonyms:[(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

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Chemical Property of [(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

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Technology Process of [(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

There total 14 articles about [(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol 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: 91.0%

: 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

: 864152-14-7
[(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 24h;
DOI:10.1055/s-2005-871549

Reference yield:

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

: 864152-14-7
[(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

Guidance literature:: Multi-step reaction with 8 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

8.1: 91 percent / LiBH₄ / tetrahydrofuran; methanol / 24 h / 0 - 20 °C

With lithium borohydride; diallylcarbonate; sulfuric acid; potassium hexamethylsilazane; sodium hydride; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; methanol; 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

: 864152-14-7
[(1S,2R,4bR,6R,8S,8aR,9R,9aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-9-(4-methoxymethoxymethyl-phenoxy)-4b,6,8-trimethyl-2,3,4b,5,6,7,8,8a,9,9a-decahydro-1H-fluoren-1-yl]-methanol

Guidance literature:: Multi-step reaction with 9 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

9.1: 91 percent / LiBH₄ / tetrahydrofuran; methanol / 24 h / 0 - 20 °C

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