(S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

Base Information

Chemical Name:(S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid
CAS No.:119594-13-7
Molecular Formula:C₄₂H₅₆O₆Si
Molecular Weight:684.989
Hs Code.:

(S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

Synonyms:(S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

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Chemical Property of (S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

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Technology Process of (S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

There total 2 articles about (S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid 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:

: 119594-22-8,119678-58-9
C₄₈H₇₀O₆Si₂

: 119594-13-7,119677-32-6
5-Benzyloxy-2-{(1R,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

: 119594-13-7
(S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

Guidance literature:: With hydrogenchloride; In methanol; diethyl ether; Yield given. Yields of byproduct given; Ambient temperature;
DOI:10.1021/ja00189a069

Reference yield:

: 119594-22-8,119678-58-9
C₄₈H₇₀O₆Si₂

: 119594-13-7,119677-32-6
5-Benzyloxy-2-{(1R,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

: 119594-13-7
(S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

Guidance literature:: With hydrogenchloride; In methanol; diethyl ether; Yield given. Yields of byproduct given; Ambient temperature;
DOI:10.1021/ja00189a069

Reference yield:

: 119594-13-7
(S)-5-Benzyloxy-2-{(1S,4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-4-methyl-5-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-pentanoic acid

: 119618-99-4
2,2-Dimethyl-propionic acid (S)-4-[(1R,2S,3S)-3-[(2R,3R)-3-(tert-butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-3-methyl-2-(2-oxo-ethyl)-cyclopentyl]-pentyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: diethyl ether / 0 °C

2: LiAlH₄ / diethyl ether / 0 °C

3: Et₃N / CH₂Cl₂ / 0 °C

4: LiAlH₄ / diethyl ether / Ambient temperature

5: H₂ / PtO₂ / ethyl acetate / 760 Torr / Ambient temperature

6: H₂ / Pd(OH)2 / ethanol / 760 Torr / Ambient temperature

7: pyridine / Ambient temperature

8: n-Bu₄NF / dimethylformamide / 50 °C

9: Swern oxidation

10: 2.) Et₃N, DMAP / 1.) Et₂O, -78 deg C, 2.) CH₂Cl₂

11: 90 percent / 48percent aq. HF / tetrahydrofuran / 0 deg C then room temp.

12: 1.) ICl, 2.) n-Bu₄NF, HF / 1.) CH₂Cl₂, -78 deg C then 0 deg C, 2.) THF, 0 deg C, 1 min

13: p-TsOH / CH₂Cl₂; methanol / Ambient temperature

14: Swern oxidation

With pyridine; dmap; lithium aluminium tetrahydride; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; Iodine monochloride; toluene-4-sulfonic acid; triethylamine; platinum(IV) oxide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja00189a069