(+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate

Base Information

Chemical Name:(+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate
CAS No.:1333041-51-2
Molecular Formula:C₃₂H₄₀O₅
Molecular Weight:504.667
Hs Code.:

Synonyms:(+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate

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

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Chemical Property of (+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate

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Technology Process of (+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate

There total 7 articles about (+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate 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: 81.0%

: 2,2,2-benzyltrichloroacetimidate

: C₂₆H₃₆O₅

: 1333041-51-2
(+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; at 0 ℃;
DOI:10.1021/jo2013884

Reference yield:

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

: 1333041-51-2
(+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate

Guidance literature:: Multi-step reaction with 3 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

With trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; cyclohexane; 1.1: Mukaiyama reaction;
DOI:10.1021/jo2013884

Reference yield:

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

: 1333041-51-2
(+)-(2S,3S,4S,5S,6S)-methyl 3,5,7-tris(benzyloxy)-2,4,6-trimethylheptanoate

Guidance literature:: Multi-step reaction with 5 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

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