3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid

Base Information

Chemical Name:3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid
CAS No.:890414-78-5
Molecular Formula:C₂₇H₃₁NO₃S₂
Molecular Weight:481.68
Hs Code.:

Synonyms:3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid

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Chemical Property of 3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid

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Technology Process of 3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid

There total 14 articles about 3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid 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: 52.0%

: 890414-35-4
3-[2-{3-oxo-4-[(3-phenylpropyl)thio]butyl}-4-(2-phenylethyl)-1,3-thiazol-5-yl]propanal

: 890414-78-5
3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1007/s00044-005-0126-y

Reference yield:

: 102-92-1,17082-09-6
Cinnamoyl chloride

: 890414-78-5
3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid

Guidance literature:: Multi-step reaction with 13 steps

1: 75 percent / DIBAL-H / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 2 h / 0 °C

2: 72 percent / CuBr₂ / ethyl acetate; CHCl₃ / 1 h / 55 °C

3: 95 percent / acetone / 12 h / Heating

4: 71 percent / p-toluene sulfonylhydrazide; sodium acetate trihydrate / tetrahydrofuran; H₂O / 5 h / Heating

5: 65 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

6: 90 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

7: 73 percent / t-BuONO; CuBr₂ / acetonitrile / 2 h / 80 °C

8: 85 percent / n-BuLi / diethyl ether; hexane / -78 - -40 °C

9: 89 percent / benzene / 1 h / Heating

10: 58 percent / p-TsOH / tetrahydrofuran; H₂O / 12 h / 20 °C

11: 60 percent / NaHCO₃; sodium dithionate / dioxane; H₂O / 1 h / 50 °C

12: 82 percent / Et₃N; sulfur trioxide-pyridine complex / dimethylsulfoxide / 0.5 h / 25 °C

13: 52 percent / pyridinium dichromate / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; sodium dithionate; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; tert.-butylnitrite; sodium acetate; sulfur trioxide pyridine complex; diisobutylaluminium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; chloroform; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 1: Reformatsky reaction / 3: Hantzsch reaction / 7: Sandmeyer reaction / 9: Wittig olefination / 12: Parikh-Doering oxidation;
DOI:10.1007/s00044-005-0126-y

Reference yield:

: 890414-12-7
ethyl (6E)-4-bromo-5-oxo-7-phenylhept-6-enoate

: 890414-78-5
3-{2-[3-oxo-4-(3-phenyl-propylsulfanyl)-butyl]-4-phenethyl-thiazol-5-yl}-propionic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / acetone / 12 h / Heating

2: 71 percent / p-toluene sulfonylhydrazide; sodium acetate trihydrate / tetrahydrofuran; H₂O / 5 h / Heating

3: 65 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

4: 90 percent / imidazole / CH₂Cl₂ / 5 h / 20 °C

5: 73 percent / t-BuONO; CuBr₂ / acetonitrile / 2 h / 80 °C

6: 85 percent / n-BuLi / diethyl ether; hexane / -78 - -40 °C

7: 89 percent / benzene / 1 h / Heating

8: 58 percent / p-TsOH / tetrahydrofuran; H₂O / 12 h / 20 °C

9: 60 percent / NaHCO₃; sodium dithionate / dioxane; H₂O / 1 h / 50 °C

10: 82 percent / Et₃N; sulfur trioxide-pyridine complex / dimethylsulfoxide / 0.5 h / 25 °C

11: 52 percent / pyridinium dichromate / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; sodium dithionate; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; tert.-butylnitrite; sodium acetate; sulfur trioxide pyridine complex; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 1: Hantzsch reaction / 5: Sandmeyer reaction / 7: Wittig olefination / 10: Parikh-Doering oxidation;
DOI:10.1007/s00044-005-0126-y