2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate

Base Information

Chemical Name:2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate
CAS No.:126587-52-8
Molecular Formula:C₁₉H₃₀O₃S
Molecular Weight:338.511
Hs Code.:

Synonyms:2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate

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Chemical Property of 2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate

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Technology Process of 2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate

There total 6 articles about 2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate 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: 74.0%

: 97250-84-5
tert-Butyl-((E)-1-tert-butylsulfanyl-propenyloxy)-dimethyl-silane

: 110840-39-6
(S)-(+)-2-(benzyloxy)-3-methylbutanal

: 126587-52-8
2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ja00177a030

Reference yield:

: 24347-63-5
methyl (S)-2-hydroxy-3-methylbutanoate

: 126587-52-8
2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / TfOH

2: 89 percent / LAH

3: 70 percent / SO₃*pyridine, DMSO, Et₃N

4: 74 percent / SnCl₄ / CH₂Cl₂ / -78 °C

With lithium aluminium tetrahydride; pyridine-SO₃ complex; trifluorormethanesulfonic acid; tin(IV) chloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(01)80647-X

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 126587-52-8
2,2-dimethylethyl-(2S,3S,4S)-4-(benzyloxy)-2,5-dimethyl-3-hydroxythiohexanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / H₂SO₄

2: 80 percent / TfOH

3: 89 percent / LAH

4: 70 percent / SO₃*pyridine, DMSO, Et₃N

5: 74 percent / SnCl₄ / CH₂Cl₂ / -78 °C

With lithium aluminium tetrahydride; pyridine-SO₃ complex; trifluorormethanesulfonic acid; tin(IV) chloride; dimethyl sulfoxide; triethylamine; sulfuric acid; In dichloromethane;
DOI:10.1016/S0040-4039(01)80647-X