ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate

Base Information

• Chemical Name: ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate
• CAS No.: 1357010-69-5
• Molecular Formula: C₂₁H₃₁NO₅
• Molecular Weight: 377.481
• Mol file: 1357010-69-5.mol

Synonyms:ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate

Chemical Property of ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate

There total 6 articles about ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate 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: 29.0%

1-tert-butyl 4-ethyl 2-(2-benzyloxycarbonylamino-3-ethylpentanoyl)-3-methylsuccinate (1357010-68-4) → ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate (1357010-69-5)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/j.bmc.2011.11.015

Reference yield:

2-Ethylbutyraldehyde (97-96-1) → ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate (1357010-69-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydrogensulfite / methanol; water / 12 h / 60 °C

2.1: hydrogen bromide / 2 h / 150 °C

3.1: sodium hydroxide / 17 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

4.2: 1.5 h / -78 - 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

5.2: 2 h / 20 °C

6.1: trifluorormethanesulfonic acid / dichloromethane / 48 h / 20 °C

With trifluorormethanesulfonic acid; hydrogen bromide; sodium hydride; sodium hydrogensulfite; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; mineral oil;

DOI:10.1016/j.bmc.2011.11.015

Reference yield:

tert-butyl 4-benzyloxycarbonylamino-5-ethyl-3-oxoheptanoate (1357010-67-3) → ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate (1357010-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C

1.2: 2 h / 20 °C

2.1: trifluorormethanesulfonic acid / dichloromethane / 48 h / 20 °C

With trifluorormethanesulfonic acid; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1016/j.bmc.2011.11.015

upstream raw materials:

2-Ethylbutyraldehyde

2-amino-3-ethylpentanoic acid hydrobromide

2-benzyloxycarbonylamino-3-ethylpentanoic acid

tert-butyl 4-benzyloxycarbonylamino-5-ethyl-3-oxoheptanoate

Downstream raw materials:

benzyl [2-ethyl-1-(5-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)butyl]carbamate

5-(1-ethylpropyl)-2-(4-methoxy-2-methylphenyl)-3,7-dimethylimidazo[1,5-b]pyridazine

Refernces