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

Base Information

Chemical Name:(1S,4S,5S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-cyclopent-2-enol
CAS No.:143572-29-6
Molecular Formula:C₂₃H₃₀O₃Si
Molecular Weight:382.575
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 9 articles about (1S,4S,5S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-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: 75.0%

: 143572-28-5
Formic acid (1S,4S,5R)-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-formyl-cyclopent-2-enyl ester

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

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether;
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

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

Guidance literature:: Multi-step reaction with 8 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

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

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

Guidance literature:: Multi-step reaction with 4 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

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