(2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

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Chemical Name:(2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one
CAS No.:129944-74-7
Molecular Formula:C₅₁H₇₂O₄Si
Molecular Weight:777.216
Hs Code.:

(2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

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Chemical Property of (2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

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Technology Process of (2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

There total 15 articles about (2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-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:

: 129944-74-7,130009-11-9
(2S,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

: 129944-74-7,130009-11-9
(2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; at 55 ℃; for 10h; Yield given;
DOI:10.1039/c39900000410

Reference yield:

: 129944-67-8,130009-12-0
(3aS,4R,7R,7aR,8S)-4,5,6,7,8-Pentamethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

: 129944-74-7,130009-11-9
(2R,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

Guidance literature:: Multi-step reaction with 2 steps

2: LiOH / methanol; tetrahydrofuran / 10 h / 55 °C

With lithium hydroxide; In tetrahydrofuran; methanol;
DOI:10.1039/c39900000410

Reference yield:

: 101126-09-4,101222-44-0
(1S,4R,4aR,8aS,9S)-1,2,3,4,9-Pentamethyl-1,4,4a,8a-tetrahydro-1,4-methano-naphthalene-5,8-dione

: 129944-74-7,130009-11-9
(2S,3S,3aS,4R,7R,7aR,8S)-3-[(E)-(S)-3-(tert-Butyl-diphenyl-silanyloxy)-oct-1-enyl]-4,5,6,7,8-pentamethyl-2-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyl]-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

Guidance literature:: Multi-step reaction with 7 steps

1: 30percent H₂O₂, Na₂CO₃ / acetone / 1.5 h / 0 °C

2: 74 percent / MeONa / 1.5 h / 45 °C

3: 92 percent / KOH/MeOH / 17 h / 50 °C

5: oxalyl chloride / CHCl₃

6: t-butyl mercaptan, 4-dimethylaminopyridine / benzene / 60 °C

With methanol; dmap; potassium hydroxide; oxalyl dichloride; dihydrogen peroxide; sodium methylate; sodium carbonate; 2-methylpropan-2-thiol; In chloroform; acetone; benzene;
DOI:10.1039/c39900000410