(S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester

Base Information

Chemical Name:(S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester
CAS No.:685545-33-9
Molecular Formula:C₂₈H₃₆N₆O₆S
Molecular Weight:584.696
Hs Code.:

Synonyms:(S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester

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Chemical Property of (S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester

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Technology Process of (S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester

There total 16 articles about (S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic 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:

: C₃₀H₃₈N₆O₈S

: 685545-33-9
(S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester

Guidance literature:: With hydrogen; acetic acid; palladium on activated charcoal; at 20 ℃; for 3h; under 760 Torr;
DOI:10.1021/jm030354b

Reference yield:

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

: 685545-33-9
(S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 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: DIEA / CH₂Cl₂ / 0.5 h / 0 °C

5.2: 64 percent / CH₂Cl₂ / 20 °C

6.1: 69 percent / hydroxylamine hydrochloride; Et₃N / ethanol / 8 h / 50 °C

7.1: acetic acid / 0.5 h / 20 °C

8.1: H₂; acetic acid / Pd/C / 3 h / 20 °C / 760 Torr

With sodium tetrahydroborate; 10% Cd/Pd; hydroxylamine hydrochloride; ammonium acetate; hydrogen; sodium acetate; acetic anhydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030354b

Reference yield:

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

: 685545-33-9
(S)-3-{[2-(4-carbamimidoylphenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carbonyl]amino}-2-(toluene-4-sulfonylamino)propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 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: DIEA / CH₂Cl₂ / 0.5 h / 0 °C

9.2: 64 percent / CH₂Cl₂ / 20 °C

10.1: 69 percent / hydroxylamine hydrochloride; Et₃N / ethanol / 8 h / 50 °C

11.1: acetic acid / 0.5 h / 20 °C

12.1: H₂; acetic acid / Pd/C / 3 h / 20 °C / 760 Torr

With hydrogenchloride; sodium tetrahydroborate; 10% Cd/Pd; 4 A molecular sieve; hydroxylamine hydrochloride; ammonium acetate; hydrogen; sodium acetate; acetic anhydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Knoevenagel condensation;
DOI:10.1021/jm030354b