(1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol

Base Information

Chemical Name:(1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol
CAS No.:143572-30-9
Molecular Formula:C₂₉H₄₄O₃Si₂
Molecular Weight:496.838
Hs Code.:

Synonyms:(1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol

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Chemical Property of (1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol

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Technology Process of (1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol

There total 10 articles about (1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 143572-29-6
(1S,4S,5S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-cyclopent-2-enol

: 143572-30-9
(1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)92675-3

Reference yield:

: 39746-00-4,172821-93-1
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one

: 143572-30-9
(1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / imidazole / dimethylformamide

2: 88 percent / NaOH / methanol

3: Bu₃P / tetrahydrofuran / Ambient temperature

4: 30percent H₂O₂

5: 1) KHMDS, 2) MoOPH / 1) THF, -78 deg C

6: 82 percent / LiAlH₄ / diethyl ether

7: 91 percent / Pb(OAc)4 / benzene / Ambient temperature

8: 75 percent / LiAlH₄ / diethyl ether

9: 66 percent / imidazole / dimethylformamide

With 1H-imidazole; lead(IV) acetate; sodium hydroxide; lithium aluminium tetrahydride; MoO₅*pyridine*HMPA; tributylphosphine; dihydrogen peroxide; potassium hexamethylsilazane; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)92675-3

Reference yield:

: 143572-25-2
(3aR,4S,6aS)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

: 143572-30-9
(1S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopent-2-enol

Guidance literature:: Multi-step reaction with 5 steps

1: 1) KHMDS, 2) MoOPH / 1) THF, -78 deg C

2: 82 percent / LiAlH₄ / diethyl ether

3: 91 percent / Pb(OAc)4 / benzene / Ambient temperature

4: 75 percent / LiAlH₄ / diethyl ether

5: 66 percent / imidazole / dimethylformamide

With 1H-imidazole; lead(IV) acetate; lithium aluminium tetrahydride; MoO₅*pyridine*HMPA; potassium hexamethylsilazane; In diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)92675-3