(2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester

Base Information

• Chemical Name: (2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester
• CAS No.: 685899-18-7
• Molecular Formula: C₂₁H₂₈N₄O₆
• Molecular Weight: 432.477
• Mol file: 685899-18-7.mol

Synonyms:(2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester

Chemical Property of (2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester

There total 12 articles about (2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic 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:

{2-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-oxoethoxy}acetic acid ethyl ester (685544-41-6) → (2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester (685899-18-7)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In ethanol; at 20 ℃;

DOI:10.1021/jm030354b

Reference yield:

8-benzyl-2-oxa-8-aza-spiro[4.5]decane-1,3-dione (34702-66-4) → (2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester (685899-18-7)

Guidance literature:

Multi-step reaction with 6 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: 87 percent / HBTU; DIEA / dimethylformamide / 6 h / 20 °C

6.1: hydroxylamine hydrochloride; Et₃N / ethanol / 20 °C

With sodium tetrahydroborate; 10% Cd/Pd; hydroxylamine hydrochloride; ammonium acetate; sodium acetate; acetic anhydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm030354b

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → (2-{2-[4-(N-hydroxycarbamimidoyl)phenyl]-1-oxo-2,8-diazaspiro[4.5]dec-8-yl}-2-oxoethoxy)acetic acid ethyl ester (685899-18-7)

Guidance literature:

Multi-step reaction with 10 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: 87 percent / HBTU; DIEA / dimethylformamide / 6 h / 20 °C

10.1: hydroxylamine hydrochloride; Et₃N / ethanol / 20 °C

With hydrogenchloride; sodium tetrahydroborate; 10% Cd/Pd; 4 A molecular sieve; hydroxylamine hydrochloride; ammonium acetate; sodium acetate; acetic anhydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Knoevenagel condensation;

DOI:10.1021/jm030354b

upstream raw materials:

{2-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-oxoethoxy}acetic acid ethyl ester

8-benzyl-2-oxa-8-aza-spiro[4.5]decane-1,3-dione

1-phenylmethyl-4-piperidone

ethyl 2-(1-benzylpiperidin-4-ylidene)-2-cyanoacetate