2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Base Information Edit

Chemical Name:2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester
CAS No.:851594-70-2
Molecular Formula:C₃₈H₆₄O₆Si
Molecular Weight:645.008
Hs Code.:
Mol file:851594-70-2.mol

2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Synonyms:2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

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Chemical Property of 2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester Edit

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Technology Process of 2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

There total 2 articles about 2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester 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: 80.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 404890-44-4
2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

: 851594-70-2
2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1021/ol0510769

Reference yield:

: 404890-72-8
2-{(2R,6S)-6-[(4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-4-hydroxy-5-methyl-2-oxo-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

: 851594-70-2
2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Me₄N(AcO)3BH; HOAc / -10 °C

2: 80 percent / imidazole; DMAP / dimethylformamide / 2 h / 0 °C

With 1H-imidazole; dmap; acetic acid; tetramethylammonium triacetoxyborohydride; In N,N-dimethyl-formamide;
DOI:10.1021/ol0510769