(S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

Base Information

Chemical Name:(S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate
CAS No.:1138161-38-2
Molecular Formula:C₁₈H₂₀N₂O₅S₂
Molecular Weight:408.499
Hs Code.:

Synonyms:(S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

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Chemical Property of (S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

Chemical Property:

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Technology Process of (S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

There total 1 articles about (S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate 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: 100.0%

: 1138161-37-1
(S)-(thiazol-2-ylmethilidene)-p-toluenesulfinamide

: 57218-61-8
allyl methyl malonate

: 1138161-38-2
(S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1002/anie.200804138

Reference yield: 76.0%

: 1138161-38-2
(S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

: 1138161-39-3
(S(S),R)-methyl N-(p-toluenesulfinyl)-3-amino-3-(thiazol-2-yl)propanoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; triethylamine; In tetrahydrofuran; for 2h; Reflux;
DOI:10.1002/anie.200804138

Reference yield:

: 1138161-38-2
(S(S),R)-allyl methyl [N-(p-toluenesulfinyl)amino(thiazol-2-yl)methyl]malonate

: 1138161-59-7
N-{N'-tert-butoxycarbonyl-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; formic acid / tetrahydrofuran / Reflux

2: trifluoroacetic acid / methanol

3: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane

4: palladium on activated charcoal; hydrogen / methanol

5: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane; N,N-dimethyl-formamide

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; palladium on activated charcoal; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.joc.8b00045