(R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester

Base Information

Chemical Name:(R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester
CAS No.:470700-62-0
Molecular Formula:C₃₇H₆₂O₆Si₂
Molecular Weight:659.067
Hs Code.:

Synonyms:(R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester

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Chemical Property of (R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester

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Technology Process of (R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester

There total 9 articles about (R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester 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:

: 4-(tert-butyl-dimethyl-silanyloxy)-bicyclo[3.2.0]hept-6-en-2-one

: 470700-62-0
(R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 27 percent / DIBAL-H / toluene / 2.5 h / -78 °C

2: 95 percent / DMAP; Et₃N / CH₂Cl₂ / 11 h / 20 °C

3: 55 percent / (IMesH₂)(PCy₃)Cl₂Ru=CHPh / benzene / 6.5 h / Heating

4: 40 percent / NaBH₄ / methanol / 6.5 h / 0 - 20 °C

5: DMAP; triethylamine / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium tetrahydroborate; diisobutylaluminium hydride; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja027154u

Reference yield:

: (1S,2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-bicyclo[3.2.0]hept-6-en-2-ol

: 470700-62-0
(R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DMAP; Et₃N / CH₂Cl₂ / 11 h / 20 °C

2: 55 percent / (IMesH₂)(PCy₃)Cl₂Ru=CHPh / benzene / 6.5 h / Heating

3: 40 percent / NaBH₄ / methanol / 6.5 h / 0 - 20 °C

4: DMAP; triethylamine / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium tetrahydroborate; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; dichloromethane; benzene;
DOI:10.1021/ja027154u

Reference yield:

: 470700-44-8
(1S,2R,4S,5R)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-bicyclo[3.2.0]hept-6-ene

: 470700-62-0
(R)-Acetoxy-phenyl-acetic acid (S)-1-{(E)-2-[(1R,2S,3R,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-cyclopentyl]-vinyl}-hexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / (IMesH₂)(PCy₃)Cl₂Ru=CHPh / benzene / 6.5 h / Heating

2: 40 percent / NaBH₄ / methanol / 6.5 h / 0 - 20 °C

3: DMAP; triethylamine / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium tetrahydroborate; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; dichloromethane; benzene;
DOI:10.1021/ja027154u