(3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

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Chemical Name:(3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one
CAS No.:890414-31-0
Molecular Formula:C₂₇H₃₁NO₂S₂
Molecular Weight:465.681
Hs Code.:

Synonyms:(3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

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Chemical Property of (3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

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Technology Process of (3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

There total 11 articles about (3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one 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: 58.0%

: 890414-29-6
(3E)-4-[5-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

: 890414-31-0
(3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 20 ℃; for 12h;
DOI:10.1007/s00044-005-0126-y

Reference yield:

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

: 890414-31-0
(3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

Guidance literature:: Multi-step reaction with 10 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

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; tert.-butylnitrite; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform; water; ethyl acetate; acetone; acetonitrile; benzene; 1: Reformatsky reaction / 3: Hantzsch reaction / 7: Sandmeyer reaction / 9: Wittig olefination;
DOI:10.1007/s00044-005-0126-y

Reference yield:

: 890414-10-5
ethyl (6E)-5-oxo-7-phenylhept-6-enoate

: 890414-31-0
(3E)-4-[5-(3-hydroxypropyl)-4-(2-phenylethyl)-1,3-thiazol-2-yl]-1-[(3-phenylpropyl)thio]but-3-en-2-one

Guidance literature:: Multi-step reaction with 9 steps

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

2: 95 percent / acetone / 12 h / Heating

3: 71 percent / p-toluene sulfonylhydrazide; sodium acetate trihydrate / tetrahydrofuran; H₂O / 5 h / Heating

4: 65 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

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

6: 73 percent / t-BuONO; CuBr₂ / acetonitrile / 2 h / 80 °C

7: 85 percent / n-BuLi / diethyl ether; hexane / -78 - -40 °C

8: 89 percent / benzene / 1 h / Heating

9: 58 percent / p-TsOH / tetrahydrofuran; H₂O / 12 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; tert.-butylnitrite; sodium acetate; toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide; copper(ll) bromide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform; water; ethyl acetate; acetone; acetonitrile; benzene; 2: Hantzsch reaction / 6: Sandmeyer reaction / 8: Wittig olefination;
DOI:10.1007/s00044-005-0126-y