2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate

Base Information

Chemical Name:2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate
CAS No.:105365-08-0
Molecular Formula:C₂₁H₃₂O₅
Molecular Weight:364.482
Hs Code.:

Synonyms:2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate

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Chemical Property of 2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate

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Technology Process of 2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate

There total 4 articles about 2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-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: 52.0%

: 51233-80-8
2,6-dimethylphenyl propionate

: 96554-52-8
(-)-(2R,3S,4R)-3,5-dihydroxy-2,4-dimethylpentanal 3,5-acetonide

: 105365-08-0
2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate

Guidance literature:: With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1002/hlca.19860690311

Reference yield:

: 105365-07-9
methyl (2R,3S,4R)-3,5-(isopropylidenedioxy)-2,4-dimethylpentanoate

: 105365-08-0
2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / DIBAH / toluene; hexane / 0.83 h / -78 °C

2: 52 percent / (iPr)2NH, BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; diisobutylaluminium hydride; diisopropylamine; In tetrahydrofuran; hexane; toluene;
DOI:10.1002/hlca.19860690311

Reference yield:

: 89329-05-5
1-methyl hydrogen (3S,2R,4S)-3-hydroxy-2,4-dimethylglutarate

: 105365-08-0
2',6'-dimethylphenyl (2S,3S,4S,5S,6R)-3-hydroxy-5,7-isopropylidenedioxy-2,4,6-trimethylheptanoate

Guidance literature:: Multi-step reaction with 4 steps

1: BH₃*Me₂S / tetrahydrofuran / 1.) 0 deg C, 20 min, 2.) RT, 2 h

2: 50 percent / Amberlyst 15 / methanol / Ambient temperature

3: 86 percent / DIBAH / toluene; hexane / 0.83 h / -78 °C

4: 52 percent / (iPr)2NH, BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With n-butyllithium; Amberlyst 15; dimethylsulfide borane complex; diisobutylaluminium hydride; diisopropylamine; In tetrahydrofuran; methanol; hexane; toluene;
DOI:10.1002/hlca.19860690311