{(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol

Base Information

Chemical Name:{(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol
CAS No.:768395-26-2
Molecular Formula:C₁₈H₂₆O₃
Molecular Weight:290.403
Hs Code.:

Synonyms:{(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol

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Chemical Property of {(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol

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Technology Process of {(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol

There total 8 articles about {(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol 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: 93.0%

: 768395-25-1
tert-Butyl-{(1R,2R)-2-[(S)-1-(4-methoxy-benzyloxy)-but-3-enyl]-cyclopentylmethoxy}-diphenyl-silane

: 768395-26-2
{(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 12h;
DOI:10.1002/anie.200460203

Reference yield:

: 6453-07-2,28269-02-5,28269-03-6,35079-19-7,74500-50-8,115794-30-4
(+/-)-trans-4-oxo-1,2-cyclopentanedicarboxylic acid bis(methyl ester)

: 768395-26-2
{(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 49 percent / pig liver esterase; phosphate buffer / H₂O / 1 h / pH 7.0

2.1: 72 percent / SnCl₄ / CH₂Cl₂ / 8 h / 0 - 25 °C

3.1: 92 percent / Raney Ni / methanol / 3 h / Heating

4.1: 92 percent / LiAlH₄ / diethyl ether / 12 h / 25 °C

5.1: 84 percent / imidazole; DMAP / CH₂Cl₂ / 8 h / 25 °C

6.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

7.1: toluene / 1 h / -78 °C

7.2: NaH / tetrahydrofuran / 1 h / 0 °C

7.3: TBAI / tetrahydrofuran / 12 h / 25 °C

8.1: 93 percent / TBAF / tetrahydrofuran / 12 h / 25 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; phosphate buffer; pig liver esterase; tetrabutyl ammonium fluoride; tin(IV) chloride; Dess-Martin periodane; nickel; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; 6.1: Dess-Martin oxidation;
DOI:10.1002/anie.200460203

Reference yield:

: 35079-19-7
trans-(1R,2R)-1,2-Bis(methoxycarbonyl)-4-oxocyclopentane

: 768395-26-2
{(1R,2R)-2-[(S)-1-(4-Methoxy-benzyloxy)-but-3-enyl]-cyclopentyl}-methanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 72 percent / SnCl₄ / CH₂Cl₂ / 8 h / 0 - 25 °C

2.1: 92 percent / Raney Ni / methanol / 3 h / Heating

3.1: 92 percent / LiAlH₄ / diethyl ether / 12 h / 25 °C

4.1: 84 percent / imidazole; DMAP / CH₂Cl₂ / 8 h / 25 °C

5.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

6.1: toluene / 1 h / -78 °C

6.2: NaH / tetrahydrofuran / 1 h / 0 °C

6.3: TBAI / tetrahydrofuran / 12 h / 25 °C

7.1: 93 percent / TBAF / tetrahydrofuran / 12 h / 25 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tin(IV) chloride; Dess-Martin periodane; nickel; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 5.1: Dess-Martin oxidation;
DOI:10.1002/anie.200460203