5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

Base Information

Chemical Name:5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide
CAS No.:949882-89-7
Molecular Formula:C₂₇H₄₀ClN₅O₅S
Molecular Weight:582.164
Hs Code.:

5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

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Chemical Property of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

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Technology Process of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

There total 6 articles about 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-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:

: 748143-81-9
(S)-2-Amino-N-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethyl]-3-methyl-butyramide

: 58-85-5,22879-79-4
biotin

: 949882-89-7
5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.bmcl.2005.08.064

Reference yield:

: 322392-25-6
tert-butyl (S)-(1-(4-chlorophenyl)-3-oxopropan-2-yl)carbamate

: 949882-89-7
5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

Guidance literature:: Multi-step reaction with 4 steps

1: CH₂Cl₂ / 20 °C

2: TFA / CH₂Cl₂ / 0 - 20 °C

3: Et₃N / CH₂Cl₂ / 20 °C

4: HBTU; DIPEA / dimethylformamide / 0 - 20 °C

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Passerini reaction;
DOI:10.1016/j.bmcl.2005.08.064

Reference yield:

: 322392-24-5
[2-(4-chloro-phenyl)-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

: 949882-89-7
5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid {(S)-1-[(S)-1-(4-chloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethylcarbamoyl]-2-methyl-propyl}-amide

Guidance literature:: Multi-step reaction with 5 steps

1: LiALH₄ / diethyl ether / 0 °C

2: CH₂Cl₂ / 20 °C

3: TFA / CH₂Cl₂ / 0 - 20 °C

4: Et₃N / CH₂Cl₂ / 20 °C

5: HBTU; DIPEA / dimethylformamide / 0 - 20 °C

With lithium aluminium tetrahydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; 2: Passerini reaction;
DOI:10.1016/j.bmcl.2005.08.064