Cyclopentanemethanol, 5-hydroxy-4-methoxy-2-methyl-3-(phenylmethoxy)-2-(2-propenyl)-, (1S,2R,3S,4S,5R)-

Base Information

Chemical Name:Cyclopentanemethanol, 5-hydroxy-4-methoxy-2-methyl-3-(phenylmethoxy)-2-(2-propenyl)-, (1S,2R,3S,4S,5R)-
CAS No.:847845-09-4
Molecular Formula:C18H26O4
Molecular Weight:306.402
Hs Code.:

Synonyms:

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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 Cyclopentanemethanol, 5-hydroxy-4-methoxy-2-methyl-3-(phenylmethoxy)-2-(2-propenyl)-, (1S,2R,3S,4S,5R)-

Chemical Property:

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Technology Process of Cyclopentanemethanol, 5-hydroxy-4-methoxy-2-methyl-3-(phenylmethoxy)-2-(2-propenyl)-, (1S,2R,3S,4S,5R)-

There total 8 articles about Cyclopentanemethanol, 5-hydroxy-4-methoxy-2-methyl-3-(phenylmethoxy)-2-(2-propenyl)-, (1S,2R,3S,4S,5R)- 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:

: 1053717-18-2
(3aR,4R,5S,6R,6aR)-4-Allyl-5-benzyloxy-6-methoxy-2,2,4-trimethyl-hexahydro-1-oxa-2-sila-pentalene

: 847845-09-4
(1R,2S,3R,4S,5S)-3-allyl-4-benzyloxy-2-hydroxymethyl-5-methoxy-3-methylcyclopentan-1-ol

Guidance literature:: With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; at 80 ℃;
DOI:10.1016/j.tetlet.2004.12.063

Reference yield:

: 1046780-06-6
(3R,4S,5R)-3-Benzyloxy-4-methoxy-5-vinyl-dihydro-furan-2-one

: 847845-09-4
(1R,2S,3R,4S,5S)-3-allyl-4-benzyloxy-2-hydroxymethyl-5-methoxy-3-methylcyclopentan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / -78 °C

2: 54 percent / imidazole / dimethylformamide

3: 98 percent / TiCl₄ / tetrahydrofuran / 0 - 20 °C

4: 90 percent / Grubbs' catalyst / benzene / 80 °C

5: 80 percent / TBAF / tetrahydrofuran

6: 80 percent / DMAP; Et₃N / CH₂Cl₂

7: 1,1'-azobis(cyclohexanecarbonitrile) / heptane / 24 h / 100 °C

8: H₂O₂; KF; KHCO₃ / methanol; tetrahydrofuran / 80 °C

With 1H-imidazole; dmap; potassium fluoride; tetrabutyl ammonium fluoride; dihydrogen peroxide; titanium tetrachloride; potassium hydrogencarbonate; triethylamine; 1,1'-azobis(1-cyanocyclohexanenitrile); Grubbs catalyst first generation; In tetrahydrofuran; methanol; n-heptane; dichloromethane; N,N-dimethyl-formamide; benzene; 8: Tamao-Fleming oxidation;
DOI:10.1016/j.tetlet.2004.12.063

Reference yield:

: 847845-05-0
(3R,4R,5R)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-hept-6-en-2-one

: 847845-09-4
(1R,2S,3R,4S,5S)-3-allyl-4-benzyloxy-2-hydroxymethyl-5-methoxy-3-methylcyclopentan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / TiCl₄ / tetrahydrofuran / 0 - 20 °C

2: 90 percent / Grubbs' catalyst / benzene / 80 °C

3: 80 percent / TBAF / tetrahydrofuran

4: 80 percent / DMAP; Et₃N / CH₂Cl₂

5: 1,1'-azobis(cyclohexanecarbonitrile) / heptane / 24 h / 100 °C

6: H₂O₂; KF; KHCO₃ / methanol; tetrahydrofuran / 80 °C

With dmap; potassium fluoride; tetrabutyl ammonium fluoride; dihydrogen peroxide; titanium tetrachloride; potassium hydrogencarbonate; triethylamine; 1,1'-azobis(1-cyanocyclohexanenitrile); Grubbs catalyst first generation; In tetrahydrofuran; methanol; n-heptane; dichloromethane; benzene; 6: Tamao-Fleming oxidation;
DOI:10.1016/j.tetlet.2004.12.063