(2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol
CAS No.:184297-52-7
Molecular Formula:C₁₉H₃₀O₄
Molecular Weight:322.445
Hs Code.:

Synonyms:(2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol

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Chemical Property of (2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol

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Technology Process of (2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol

There total 7 articles about (2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-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:

: 184297-51-6
(2R,3R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-iodomethyl-2-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol

: 184297-52-7
(2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Yield given; Heating;
DOI:10.1021/jo961674o

Reference yield:

: 72486-93-2
1-methoxy-2-methyl-3-trimethylsiloxy-1,3-pentadiene

: 184297-52-7
(2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: TiCl₄ / CH₂Cl₂ / -78 °C

2: TFA / CH₂Cl₂ / 25 °C

3: 91 percent / LiAlH₄ / diethyl ether / -78 °C

4: 93 percent / Et₂Zn / diethyl ether / 25 °C

5: N-iodosuccinimide / 25 °C

6: n-Bu₃SnH, AIBN / benzene / Heating

With N-iodo-succinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); diethylzinc; tri-n-butyl-tin hydride; titanium tetrachloride; trifluoroacetic acid; In diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo961674o

Reference yield:

: 79027-28-4
(2S)-3-(benzyloxy)-2-methylpropanal

: 184297-52-7
(2R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methoxy-3,3,5-trimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: TiCl₄ / CH₂Cl₂ / -78 °C

2: TFA / CH₂Cl₂ / 25 °C

3: 91 percent / LiAlH₄ / diethyl ether / -78 °C

4: 93 percent / Et₂Zn / diethyl ether / 25 °C

5: N-iodosuccinimide / 25 °C

6: n-Bu₃SnH, AIBN / benzene / Heating

With N-iodo-succinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); diethylzinc; tri-n-butyl-tin hydride; titanium tetrachloride; trifluoroacetic acid; In diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo961674o