(S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid

Base Information

Chemical Name:(S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid
CAS No.:328235-78-5
Molecular Formula:C₃₆H₄₃N₃O₇
Molecular Weight:629.753
Hs Code.:

Synonyms:(S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid

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Chemical Property of (S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid

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Technology Process of (S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid

There total 5 articles about (S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic 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: 87.9%

: 328236-03-9
(S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid methyl ester

: 328235-78-5
(S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid

Guidance literature:: With lithium hydroxide; In ethanol; at 20 ℃;
DOI:10.1021/jm010358l

Reference yield:

: 5453-85-0
ethyl cyclopentanecarboxylate

: 328235-78-5
(S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 91.4 percent / NBS / CCl₄ / 6 h / Heating

2: 92 percent / K₂CO₃; KI / ethanol / 25 h / Heating

3: 91 percent / aq. KOH / ethanol / 50 h / Heating

4: 85.2 percent / HOBt*H₂O; EDC; NMM / dimethylformamide / 24 h / 20 °C

5: 87.9 percent / aq. LiOH / ethanol / 20 °C

With 4-methyl-morpholine; potassium hydroxide; lithium hydroxide; N-Bromosuccinimide; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; potassium iodide; In tetrachloromethane; ethanol; N,N-dimethyl-formamide; 2: Williamson etherification;
DOI:10.1021/jm010358l

Reference yield:

: 120-92-3
cyclopentanone

: 328235-78-5
(S)-6-Benzyloxycarbonylamino-2-[(1-{4-[(3,5-dimethyl-phenylcarbamoyl)-methyl]-phenoxy}-cyclopentanecarbonyl)-amino]-hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / NaOH / 15 - 20 °C

2: 85.2 percent / HOBt*H₂O; EDC; NMM / dimethylformamide / 24 h / 20 °C

3: 87.9 percent / aq. LiOH / ethanol / 20 °C

With 4-methyl-morpholine; lithium hydroxide; sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm010358l