(S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester

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Chemical Name:(S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester
CAS No.:685544-54-1
Molecular Formula:C₂₉H₃₇N₅O₇S
Molecular Weight:599.708
Hs Code.:

Synonyms:(S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester

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Chemical Property of (S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester

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Technology Process of (S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester

There total 11 articles about (S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl 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: 90.0%

: 454183-50-7
(S)-2-(3,5-dimethylisoxazole-4-sulfonylamino)pentanedioic acid 1-tert-butyl ester

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

: 685544-54-1
(S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/jm030354b

Reference yield:

: 34702-66-4
8-benzyl-2-oxa-8-aza-spiro[4.5]decane-1,3-dione

: 685544-54-1
(S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N / dimethylformamide / 20 °C

2.1: 3.40 g / acetic anhydride; NaOAc / 2 h / Heating

3.1: NaBH₄ / methanol / 0 - 20 °C

3.2: NaBH₄; TFA / 0 - 20 °C

3.3: 792 mg / acetonitrile; CH₂Cl₂ / 20 °C

4.1: 74 percent / aq. NH₄OAc; Cd-Pb couple / tetrahydrofuran / 20 °C

5.1: 90 percent / EDC*HCl / dimethylformamide / 18 h / 20 °C

With sodium tetrahydroborate; 10% Cd/Pd; ammonium acetate; sodium acetate; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm030354b

Reference yield:

: 3612-20-2
1-phenylmethyl-4-piperidone

: 685544-54-1
(S)-5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-(3,5-dimethylisoxazole-4-sulfonylamino)-5-oxopentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: Et₃N; molecular sieves 4A / CH₂Cl₂ / 20 °C

2.1: 55.10 g / ethanol; H₂O / 2 h / Heating

3.1: 98 percent / aq. HCl / 72 h / Heating

4.1: DCC / dimethylformamide / 2 h / 20 °C

5.1: Et₃N / dimethylformamide / 20 °C

6.1: 3.40 g / acetic anhydride; NaOAc / 2 h / Heating

7.1: NaBH₄ / methanol / 0 - 20 °C

7.2: NaBH₄; TFA / 0 - 20 °C

7.3: 792 mg / acetonitrile; CH₂Cl₂ / 20 °C

8.1: 74 percent / aq. NH₄OAc; Cd-Pb couple / tetrahydrofuran / 20 °C

9.1: 90 percent / EDC*HCl / dimethylformamide / 18 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; 10% Cd/Pd; 4 A molecular sieve; ammonium acetate; sodium acetate; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Knoevenagel condensation;
DOI:10.1021/jm030354b