(Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate

Base Information

• Chemical Name: (Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate
• CAS No.: 1236144-54-9
• Molecular Formula: C₁₆H₂₃N₃O₃
• Molecular Weight: 305.377
• Mol file: 1236144-54-9.mol

Synonyms:

Chemical Property of (Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate

There total 7 articles about (Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate 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:

4-cyanobenzaldehyde (105-07-7) → (Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate (1236144-54-9,1236148-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid / dichloromethane; methanol / 1 h / 20 °C

1.2: 18 h / 20 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / 1,2-dichloro-ethane / 0 - 20 °C

3.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / tert-butyl alcohol / 7 h / 20 °C / Reflux

With hydroxylamine hydrochloride; sodium hydrogencarbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; In methanol; dichloromethane; 1,2-dichloro-ethane; tert-butyl alcohol;

Reference yield:

O1-benzyl-O3-tert-butylazetidine-1,3-dicarboxylate (1236144-51-6) → (Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate (1236144-54-9,1236148-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2206.72 Torr / Autoclave

2: 50 °C

3: sodium cyanoborohydride / methanol / 0 - 20 °C

4: hydroxylamine hydrochloride; sodium hydrogencarbonate / tert-butyl alcohol / 7 h / 20 °C / Reflux

With hydroxylamine hydrochloride; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; palladium 10% on activated carbon; In methanol; ethyl acetate; tert-butyl alcohol;

Reference yield:

1-(4-cyanobenzyl)azetidine-3-carboxylic acid (1236144-55-0) → (Z)-tert-butyl 1-(4-(N-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate (1236144-54-9,1236148-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / 1,2-dichloro-ethane / 0 - 20 °C

2: hydroxylamine hydrochloride; sodium hydrogencarbonate / tert-butyl alcohol / 7 h / 20 °C / Reflux

With hydroxylamine hydrochloride; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; In 1,2-dichloro-ethane; tert-butyl alcohol;

upstream raw materials:

tert-butyl azetidine-3-carboxylate

1-(4-cyanobenzyl)azetidine-3-carboxylic acid

4-cyanobenzaldehyde

tert-butyl azetidine-3-carboxylate acetic acid salt

Downstream raw materials:

tert-butyl 1-(4-(5-(4-ethyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

tert-butyl 1-(4-(5-(4-propyl-3-(pyridin-2-yl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

methyl 5-(3-(4-((3-(tert-butoxycarbonyl)azetidin-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5-yl)-3-(pyridin-2-yl)isoxazole-4-carboxylate

tert-butyl 1-(4-(5-(3-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate