(-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

Base Information

Chemical Name:(-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate
CAS No.:1333040-71-3
Molecular Formula:C₃₅H₄₆O₆
Molecular Weight:562.747
Hs Code.:

Synonyms:(-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

Suppliers and Price of (-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

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 (-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

There total 11 articles about (-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate 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: 82.0%

: 1333041-47-6
(-)-(3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-2-bromo-3-hydroxy-2,4,6,8-tetramethylnonanoate

: 1333040-71-3
(-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

Guidance literature:: (-)-(3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-2-bromo-3-hydroxy-2,4,6,8-tetramethylnonanoate; 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:

: 1096706-74-9
(2S,3S,4S)-3,5-bis(benzyloxy)-2,4-dimethylpentanal

: 1333040-71-3
(-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium tetrachloride / dichloromethane / 78 °C / Inert atmosphere

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

2.2: -78 °C / Inert atmosphere

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

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

4.2: -40 °C

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

5.2: 1 h / -78 °C / Inert atmosphere

6.1: boron trifluoride diethyl etherate / dichloromethane / 1 h / -78 °C / Inert atmosphere

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

7.2: -78 °C / Inert atmosphere

With oxalyl dichloride; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; titanium tetrachloride; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In hexanes; dichloromethane; cyclohexane; 1.1: Mukaiyama reaction / 5.1: Swern oxidation / 5.2: Swern oxidation / 6.1: Mukaiyama reaction;
DOI:10.1021/jo2013884

Reference yield:

: 1096707-44-6
methyl (2S,3S,4S)-3,5-bis(benzyloxy)-2,4-dimethylpentanoate

: 1333040-71-3
(-)-(2R,3R,4R,5R,6S,7S,8S)-methyl 5,7,9-tris(benzyloxy)-3-hydroxy-2,4,6,8-tetramethylnonanoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: diisobutylaluminium hydride / dichloromethane / -40 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: titanium tetrachloride / dichloromethane / 78 °C / Inert atmosphere

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

4.2: -78 °C / Inert atmosphere

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

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

6.2: -40 °C

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

7.2: 1 h / -78 °C / Inert atmosphere

8.1: boron trifluoride diethyl etherate / dichloromethane / 1 h / -78 °C / Inert atmosphere

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

9.2: -78 °C / Inert atmosphere

With oxalyl dichloride; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; titanium tetrachloride; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In hexanes; dichloromethane; cyclohexane; 2.1: Swern oxidation / 2.2: Swern oxidation / 3.1: Mukaiyama reaction / 7.1: Swern oxidation / 7.2: Swern oxidation / 8.1: Mukaiyama reaction;
DOI:10.1021/jo2013884