(E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester

Base Information

Chemical Name:(E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester
CAS No.:179949-90-7
Molecular Formula:C₂₁H₃₁NO₅S
Molecular Weight:409.547
Hs Code.:

Synonyms:(E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester

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Chemical Property of (E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester

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Technology Process of (E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester

There total 4 articles about (E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid 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: 72.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: C₁₅H₁₉NO₃S^(2-)*2Li⁽¹⁺⁾

: 179949-90-7
(E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester

Guidance literature:: With ammonium chloride; at -60 ℃;
DOI:10.1016/0040-4039(96)00936-7

Reference yield:

: 824-79-3
sodium 4-methylbenzenesulfinate

: 179949-90-7
(E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) iodine; 2.) 0.5 M sodium hydroxide; 3.) HCl / 1.) methanol

2: 80 percent / O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium tetrafluoroborate

3: n-butyllithium, N,N'-dimethylpropyleneurea / tetrahydrofuran / 0.25 h / -78 °C

4: 72 percent / NH₄Cl / -60 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; n-butyllithium; iodine; ammonium chloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In tetrahydrofuran;
DOI:10.1016/0040-4039(96)00936-7

Reference yield:

: 179950-07-3
(E)-4-(Toluene-4-sulfonyl)-but-2-enoic acid

: 179949-90-7
(E)-5-Isobutylcarbamoyl-3-(toluene-4-sulfonyl)-pent-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium tetrafluoroborate

2: n-butyllithium, N,N'-dimethylpropyleneurea / tetrahydrofuran / 0.25 h / -78 °C

3: 72 percent / NH₄Cl / -60 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; ammonium chloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In tetrahydrofuran;
DOI:10.1016/0040-4039(96)00936-7