(3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester

Base Information

Chemical Name:(3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester
CAS No.:296795-18-1
Molecular Formula:C₁₈H₂₁NO₃S
Molecular Weight:331.436
Hs Code.:

Synonyms:(3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester

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Chemical Property of (3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester

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Technology Process of (3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester

There total 4 articles about (3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester 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: 96.0%

: 63584-47-4
(1-tert-butylsulfanyl-vinyloxy)trimethylsilane

: 259809-67-1
2-[(E)-2-phenylethenyl]oxazole-4-carbaldehyde

: 296795-18-1
(3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester

Guidance literature:: With titanium(IV) isopropylate; (S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol; In diethyl ether; at 0 - 20 ℃; for 21h;
DOI:10.1055/s-2004-822364

Reference yield:

: 63584-47-4
(1-tert-butylsulfanyl-vinyloxy)trimethylsilane

: 259809-67-1
2-[(E)-2-phenylethenyl]oxazole-4-carbaldehyde

: 296795-18-1
(3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester

: tert-butyl (3S)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-propanethioate

Guidance literature:: [Sn(S,S)-Ph-box)](OTf)2; In dichloromethane; at -78 ℃; Title compound not separated from byproducts;
DOI:10.1002/1521-3773(20000717)39:14<2536::AID-ANIE2536>3.0.CO;2-U

Reference yield:

: 132629-37-9
ethyl 2-[(E)-2-phenylethenyl]oxazole-4-carboxylate

: 296795-18-1
(3R)-3-hydroxy-3-(2-((E)-2-phenyl-1-ethenyl)-1,3-oxazol-4-yl)-thiopropionic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / DIBAlH / CH₂Cl₂ / 1 h / -91 °C

2: [Sn(S,S)-Ph-box)](OTf)2 / CH₂Cl₂ / 1 h / -78 °C

With [Sn(S,S)-Ph-box)](OTf)2; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/ja002356g