(S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Base Information

Chemical Name:(S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester
CAS No.:685544-58-5
Molecular Formula:C₂₇H₃₆N₄O₆
Molecular Weight:512.606
Hs Code.:

Synonyms:(S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

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Chemical Property of (S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

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Technology Process of (S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

There total 13 articles about (S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester 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: 85.0%

: 336191-49-2
(S)-2-(n-butoxycarbonylamino)pentanedioic acid 1-ethyl ester

: 685544-34-7
4-(1-oxo-2,8-diazaspiro[4.5]dec-2-yl)benzonitrile

: 685544-58-5
(S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

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 20 ℃; for 17h;
DOI:10.1021/jm030354b

Reference yield:

: 3886-08-6
5-tert-butyl N-benzyloxycarbonyl-L-glutamate

: 685544-58-5
(S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / EDC*HCl; HOBt / dimethylformamide / 16 h / 20 °C

2: 91 percent / H₂ / Pd(OH)2/C / ethanol / 7 h / 2585.74 Torr

3: 86 percent / DIEA / CH₂Cl₂ / 20 h / 20 °C

4: 96 percent / TFA / 5 h / 20 °C

5: 85 percent / HBTU; DIEA / dimethylformamide / 17 h / 20 °C

With hydrogen; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium dihydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030354b

Reference yield:

: 3967-19-9
(S)-2-benzyloxycarbonylaminopentanedioic acid 5-tert-butyl ester 1-ethyl ester

: 685544-58-5
(S)-2-(n-butoxycarbonylamino)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / H₂ / Pd(OH)2/C / ethanol / 7 h / 2585.74 Torr

2: 86 percent / DIEA / CH₂Cl₂ / 20 h / 20 °C

3: 96 percent / TFA / 5 h / 20 °C

4: 85 percent / HBTU; DIEA / dimethylformamide / 17 h / 20 °C

With hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium dihydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030354b