4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester

Base Information

Chemical Name:4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester
CAS No.:311803-78-8
Molecular Formula:C₂₀H₂₆O₅S₂
Molecular Weight:410.555
Hs Code.:

Synonyms:4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester

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Chemical Property of 4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester

Chemical Property:

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Technology Process of 4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester

There total 6 articles about 4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric 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: 90.0%

: 311803-77-7
3-hydroxymethyl-4-(thiophen-2-yl)butyric acid tert-butyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 311803-78-8
4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester

Guidance literature:: With TEA; In dichloromethane; at 0 ℃;
DOI:10.1016/j.bmcl.2005.06.090

Reference yield:

: 1124-65-8,15690-25-2,51019-83-1
3-(2-thienyl)-2-propenoic acid

: 311803-78-8
4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / H₂ / Pd/C / methanol / 2585.74 Torr

2.1: 73 percent / TEA; DMAP / CH₂Cl₂ / 0 °C

3.1: LDA / tetrahydrofuran / -78 °C

3.2: 54 percent / tetrahydrofuran

4.1: 94 percent / aq. LiOH / tetrahydrofuran; propan-2-ol

5.1: 70 percent / BH₃*SMe / tetrahydrofuran / 0 °C

6.1: 90 percent / TEA / CH₂Cl₂ / 0 °C

With dmap; lithium hydroxide; dimethylsulfide borane complex; TEA; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;
DOI:10.1016/j.bmcl.2005.06.090

Reference yield:

: 311803-75-5
2-thiophen-2-ylmethyl-succinic acid 4-tert-butyl ester 1-methyl ester

: 311803-78-8
4-(thiophen-2-yl)-3-(toluene-4-sulfonyloxymethyl)butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / aq. LiOH / tetrahydrofuran; propan-2-ol

2: 70 percent / BH₃*SMe / tetrahydrofuran / 0 °C

3: 90 percent / TEA / CH₂Cl₂ / 0 °C

With lithium hydroxide; dimethylsulfide borane complex; TEA; In tetrahydrofuran; dichloromethane; isopropyl alcohol;
DOI:10.1016/j.bmcl.2005.06.090