(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate

Base Information

Chemical Name:(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate
CAS No.:1268617-41-9
Molecular Formula:C₁₆H₂₀O₆S
Molecular Weight:340.397
Hs Code.:

Synonyms:(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate

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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,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate

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Technology Process of (2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate

There total 2 articles about (2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate 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: 90.0%

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 37031-29-1,6134-82-3,6135-80-4,90613-41-5,116499-08-2,37031-30-4
(+)-dimethyl-2,3-O-isopropylidene-D-tartrate

: 1268617-41-9
(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate

Guidance literature:: (R)-methyl p-tolyl sulfoxide; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -40 ℃; for 1h;

(+)-dimethyl-2,3-O-isopropylidene-D-tartrate; In tetrahydrofuran; hexane; at -78 ℃; for 3h;
DOI:10.1002/chem.201002637

Reference yield: 36.0%

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 37031-29-1,6134-82-3,6135-80-4,90613-41-5,116499-08-2,37031-30-4
(+)-dimethyl-2,3-O-isopropylidene-D-tartrate

: 1268617-41-9
(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate

: 1268617-42-0
(3S,4S,SR,SR)-3,4-isopropylidenedioxy-1,6-bis(p-tolylsulfinyl)hexane-2,5-dione

Guidance literature:: (R)-methyl p-tolyl sulfoxide; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -40 ℃; for 1h;

(+)-dimethyl-2,3-O-isopropylidene-D-tartrate; In tetrahydrofuran; hexane; at -60 ℃;
DOI:10.1002/chem.201002637

Reference yield: 62.0%

: 1268617-41-9
(2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-isopropylidenedioxy-4-oxopentanoate

: 1268617-43-1
(2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-4-hydroxy-2,3-isopropylidenedioxy pentanoate

Guidance literature:: With diisobutylaluminium hydride; zinc dibromide; In tetrahydrofuran; toluene; at -78 ℃; for 1.5h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201002637