(3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Base Information

Chemical Name:(3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate
CAS No.:1333041-25-0
Molecular Formula:C₃₃H₄₇BrO₆
Molecular Weight:619.637
Hs Code.:

(3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Synonyms:(3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Suppliers and Price of (3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of (3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

There total 11 articles about (3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate 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: 32.0%

: 1333041-21-6
(+)-(2R,3R,4S)-3-(benzyloxy)-4-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-methylpentanal

: 199384-57-1
methyl ((2-bromo-1-methoxyprop-1-en-1-yl)oxy)trimethylsilane

: 1333041-23-8
(3R,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

: 1333041-25-0
(3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Guidance literature:: (+)-(2R,3R,4S)-3-(benzyloxy)-4-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-methylpentanal; methyl ((2-bromo-1-methoxyprop-1-en-1-yl)oxy)trimethylsilane; With titanium tetrachloride; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With ammonium chloride; In dichloromethane; water; Saturated solution;
DOI:10.1021/jo2013884

Reference yield:

: 1333041-21-6
(+)-(2R,3R,4S)-3-(benzyloxy)-4-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-methylpentanal

: 199384-57-1
methyl ((2-bromo-1-methoxyprop-1-en-1-yl)oxy)trimethylsilane

: 1333041-25-0
(3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo2013884

Reference yield:

: (+/-)-(3R,4S)-methyl 4-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2-methylpentanoate

: 1333041-25-0
(3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-bromo-3-hydroxy-2,4-dimethylheptanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 0 °C

3.1: diisobutylaluminium hydride / hexanes; dichloromethane / 1 h / -40 °C / Inert atmosphere

3.2: -40 °C

4.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.1: titanium tetrachloride / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.2: Saturated solution

With trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; titanium tetrachloride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In hexanes; dichloromethane; cyclohexane; 5.1: Mukaiyama reaction;
DOI:10.1021/jo2013884