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

Base Information

Chemical Name:(2S,3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-3-hydroxy-2,4-dimethylheptanoate
CAS No.:1333041-31-8
Molecular Formula:C₃₃H₄₈O₆
Molecular Weight:540.741
Hs Code.:

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

Suppliers and Price of (2S,3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-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 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 11 articles about (2S,3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-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: 78.0%

: 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

: 1333041-31-8
(2S,3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-3-hydroxy-2,4-dimethylheptanoate

Guidance literature:: (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; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1.5h; Inert atmosphere;

With triethyl borane; oxygen; tri-n-butyl-tin hydride; In dichloromethane; at -78 ℃; Inert atmosphere;
DOI:10.1021/jo2013884

Reference yield:

: (+)-(S)-methyl 2-((2S,5S,6S)-6-((S)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)propanoate

: 1333041-31-8
(2S,3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-3-hydroxy-2,4-dimethylheptanoate

Guidance literature:: Multi-step reaction with 11 steps

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

1.2: -40 °C

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

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

3.2: Saturated solution

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 °C / Inert atmosphere

5.1: titanium(IV) trichloride isopropoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.2: Saturated solution

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

6.2: -78 °C / Inert atmosphere

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

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

8.2: -40 °C

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

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

10.2: Saturated solution

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

11.2: -78 °C / Inert atmosphere

With oxalyl dichloride; titanium(IV) trichloride isopropoxide; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; titanium tetrachloride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexanes; dichloromethane; cyclohexane; 4.1: Swern oxidation / 4.2: Swern oxidation / 5.1: Mukaiyama reaction / 10.1: Mukaiyama reaction;
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

: 1333041-31-8
(2S,3S,4S,5S,6S)-methyl 5-(benzyloxy)-6-((2S,3S,6S)-6-((R)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydro-2H-pyran-2-yl)-3-hydroxy-2,4-dimethylheptanoate

Guidance literature:: Multi-step reaction with 6 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

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

6.2: -78 °C / Inert atmosphere

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