(1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

Base Information

Chemical Name:(1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol
CAS No.:110990-35-7
Molecular Formula:C₄₀H₅₂O₃Si
Molecular Weight:608.937
Hs Code.:

(1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

Synonyms:(1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

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Chemical Property of (1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

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Technology Process of (1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

There total 24 articles about (1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol 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: 75.0%

: 110990-34-6
(3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-cyclopenta[a]pentalen-1-one

: 110990-35-7
(1R,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

: 110990-35-7
(1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at 0 ℃; Yield given;
DOI:10.1016/S0040-4039(00)85180-1

Reference yield: 75.0%

: 110990-34-6
(3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-cyclopenta[a]pentalen-1-one

: 110990-35-7
(1R,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

: 110990-35-7
(1S,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at 0 ℃; Yield given;
DOI:10.1016/S0040-4039(00)85180-1

Reference yield:

: 76-83-5
trityl chloride

: 110990-35-7
(1R,3aR,5S,6aR,7aS)-5-(tert-Butyl-dimethyl-silanyloxy)-3,3,7a-trimethyl-4-trityloxymethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4-DMAP / dimethylformamide / 70 °C

2: 94 percent / act. MnO₂ / CHCl₃ / Ambient temperature

3: 81 percent / BF₃*Et₂O / diethyl ether; tetrahydrofuran / -50 °C

4: L-Selectride / tetrahydrofuran / 0 °C

With dmap; manganese(IV) oxide; boron trifluoride diethyl etherate; L-Selectride; In tetrahydrofuran; diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)85180-1