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

Base Information

Chemical Name:(3R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-iodomethyl-2-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol
CAS No.:197233-09-3
Molecular Formula:C₁₉H₂₉IO₄
Molecular Weight:448.341
Hs Code.:

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

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

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

There total 6 articles about (3R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-iodomethyl-2-methoxy-3,5-dimethyl-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:

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

: 197233-09-3
(3R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-iodomethyl-2-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: TiCl₄ / CH₂Cl₂ / -78 °C

2: CSA / benzene / 20 °C

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

4: 93 percent / Et₂Zn / diethyl ether / 20 °C

5: N-iodosuccinimide / 20 °C

With N-iodo-succinimide; lithium aluminium tetrahydride; camphor-10-sulfonic acid; diethylzinc; titanium tetrachloride; In diethyl ether; dichloromethane; benzene; 1: Cycloaddition / 2: acidolysis / 3: Reduction / 4: Cycloaddition / 5: Ring cleavage;
DOI:10.1021/ja971946k

Reference yield:

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

: 197233-09-3
(3R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-iodomethyl-2-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: TiCl₄ / CH₂Cl₂ / -78 °C

2: CSA / benzene / 20 °C

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

4: 93 percent / Et₂Zn / diethyl ether / 20 °C

5: N-iodosuccinimide / 20 °C

With N-iodo-succinimide; lithium aluminium tetrahydride; camphor-10-sulfonic acid; diethylzinc; titanium tetrachloride; In diethyl ether; dichloromethane; benzene; 1: Cycloaddition / 2: acidolysis / 3: Reduction / 4: Cycloaddition / 5: Ring cleavage;
DOI:10.1021/ja971946k

Reference yield:

: 184478-38-4
(2S,3S,4R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-3,5-dimethyl-3,4-dihydro-2H-pyran-4-ol

: 197233-09-3
(3R,4R,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-iodomethyl-2-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / Et₂Zn / diethyl ether / 20 °C

2: N-iodosuccinimide / 20 °C

With N-iodo-succinimide; diethylzinc; In diethyl ether; 1: Cycloaddition / 2: Ring cleavage;
DOI:10.1021/ja971946k