tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate

Base Information

• Chemical Name: tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate
• CAS No.: 868286-60-6
• Molecular Formula: C₂₉H₃₇BrN₄O₄
• Molecular Weight: 585.541
• Mol file: 868286-60-6.mol

Synonyms:tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate

Chemical Property of tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate

There total 1 articles about tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate 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:

3-bromo-5-(5-((1R)-1-[(tert-butoxycarbonyl)amino]-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl)benzoic acid (1048686-05-0) + di-n-propylamine (142-84-7) → tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate (868286-60-6)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 50h;

Reference yield:

[3-(methoxycarbonyl)-2-furyl]boronic acid (868286-61-7) + tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate (868286-60-6) → 3-[5-((R)-1-(tert-butoxycarbonylamino)-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl]-N,N-dipropylbenzamide (868287-39-2) + methyl-2-{3-[5-((1R)-1-(tert-butoxycarbonylamino)-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl]-5-[(dipropylamino)carbonyl]phenyl}-3-furoate (868286-74-2)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In DMF (N,N-dimethyl-formamide); water; at 120 ℃; for 18h;

Reference yield:

tert-butyl [1-(5-{3-bromo-5-[(dipropylamino)carbonyl]phenyl}-1,3,4-oxadiazol-2-yl)-(1R)-1-methyl-2-phenylethyl]carbamate (868286-60-6) → 2-{3-[5-((R)-1-amino-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl]-5-[(dipropylamino)carbonyl]phenyl}-3-furoic acid

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / DMF (N,N-dimethyl-formamide); water / 18 h / 120 °C

2: lithium hydroxide; water / tetrahydrofuran / 50 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With lithium hydroxide; water; sodium carbonate; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); dichloromethane; water;

upstream raw materials:

3-bromo-5-(5-((1R)-1-[(tert-butoxycarbonyl)amino]-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl)benzoic acid

di-n-propylamine

Downstream raw materials:

3-[5-((R)-1-(tert-butoxycarbonylamino)-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl]-N,N-dipropylbenzamide

methyl-2-{3-[5-((1R)-1-(tert-butoxycarbonylamino)-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl]-5-[(dipropylamino)carbonyl]phenyl}-3-furoate

C₃₄H₃₉N₅O₅

2-{3-[5-((1R)-1-(tert-butoxycarbonylamino)-1-methyl-2-phenylethyl)-1,3,4-oxadiazol-2-yl]-5-[(dipropylamino)carbonyl]phenyl}-3-furoic acid