5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide

Base Information

Chemical Name:5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide
CAS No.:1040101-95-8
Molecular Formula:C₁₈H₂₆N₄O₂S
Molecular Weight:362.496
Hs Code.:

Synonyms:5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide

There total 4 articles about 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-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: 82.0%

: 921604-46-8
(1-{4-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-phenyl}-ethyl)-carbamic acid tert-butyl ester

: 1040101-95-8
5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 3h;
DOI:10.1016/j.bmcl.2006.09.047

Reference yield:

: 172153-32-1
tert-butyl (1-(4-nitrophenyl)ethyl)carbamate

: 1040101-95-8
5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 50 percent / H₂; N₂H₄ / Ni / ethanol / 24 h / 25 °C

2: 58 percent / HATU; DIEA / tetrahydrofuran / 24 h / 25 °C

3: 82 percent / TFA / CH₂Cl₂ / 3 h / 25 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; hydrazine; nickel; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2006.09.047

Reference yield:

: 42142-15-4
1-(4-nitro-phenyl)-ethylamine

: 1040101-95-8
5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(1-amino-ethyl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / aq. NaHCO₃ / CH₂Cl₂ / 12 h / 25 °C

2: 50 percent / H₂; N₂H₄ / Ni / ethanol / 24 h / 25 °C

3: 58 percent / HATU; DIEA / tetrahydrofuran / 24 h / 25 °C

4: 82 percent / TFA / CH₂Cl₂ / 3 h / 25 °C

With hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; hydrazine; nickel; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2006.09.047