(5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol

Base Information

Chemical Name:(5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol
CAS No.:107148-23-2
Molecular Formula:C₂₃H₃₀O₃Si
Molecular Weight:382.575
Hs Code.:

Synonyms:(5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol

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Chemical Property of (5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol

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Technology Process of (5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol

There total 7 articles about (5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol 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%

: 115118-76-8
(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

: 107148-23-2
(5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol

Guidance literature:: With acetic acid; In tetrahydrofuran; water;
DOI:10.1021/jo00383a046

Reference yield:

: 108306-38-3
3,5-hexadienoyl chloride

: 107148-23-2
(5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 66 percent / diethyl ether / 2 h / Ambient temperature

2: 43 percent / ethylaluminium dichloride / CH₂Cl₂; hexane / 12 h / Ambient temperature

3: 72 percent / iodine / tetrahydrofuran; H₂O / 4 h / 0 - 20 °C

4: 82 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / tetrahydrofuran / Ambient temperature

5: 91 percent / lithium aluminium hydride / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

6: pyridine / 2 h / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; iodine; ethylaluminum dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;
DOI:10.1021/jo00253a021

Reference yield:

: 115183-65-8
(3aS)-3,3a,5,7a-tetrahydro-2H-furo<3,2-b>pyran-2-one

: 107148-23-2
(5S-cis)-5,6-dihydro-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / lithium aluminium hydride / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: pyridine / 2 h / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00253a021