5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

Base Information

Chemical Name:5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide
CAS No.:676461-87-3
Molecular Formula:C₃₄H₅₀N₄O₄SSi
Molecular Weight:638.947
Hs Code.:

5-(2-oxo-hexahydro-thieno[3,4-<i>d</i>]imidazol-6-yl)-pentanoic acid (3-{4-[4-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

Synonyms:5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

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Chemical Property of 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

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Technology Process of 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

There total 9 articles about 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide 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: 80.0%

: 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {3-[{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzyl}-(4-nitro-benzenesulfonyl)-amino]-propyl}-amide

: 676461-87-3
5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

Guidance literature:: With caesium carbonate; thiophenol; In acetonitrile; at 50 ℃;
DOI:10.1039/b306970b

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 676461-87-3
5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / imidazole / dimethylformamide / 20 °C

2: 57 percent / PPh₃; pyrrolidine / Pd₂(dba)3 / CH₂Cl₂ / 20 °C

3: 85 percent / i-Pr₂NEt / dioxane / 20 °C

4: 80 percent / PhSH; Cs₂CO₃ / acetonitrile / 50 °C

With pyrrolidine; 1H-imidazole; caesium carbonate; thiophenol; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b306970b

Reference yield:

: 676461-72-6
(4-hydroxymethyl-phenyl)-[4-(tetrahydro-pyran-2-yloxymethyl)-phenyl]-methanone

: 676461-87-3
5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (3-{4-[4-(tert-butyl-dimethyl-silanyloxymethyl)-benzoyl]-benzylamino}-propyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / DEAD; PPh₃ / toluene; tetrahydrofuran / 20 °C

2: 99 percent / CSA / methanol / 20 °C

3: 81 percent / imidazole / dimethylformamide / 20 °C

4: 57 percent / PPh₃; pyrrolidine / Pd₂(dba)3 / CH₂Cl₂ / 20 °C

5: 85 percent / i-Pr₂NEt / dioxane / 20 °C

6: 80 percent / PhSH; Cs₂CO₃ / acetonitrile / 50 °C

With pyrrolidine; 1H-imidazole; camphor-10-sulfonic acid; caesium carbonate; thiophenol; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Mitsunobu reaction;
DOI:10.1039/b306970b