N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin

Base Information

• Chemical Name: N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin
• CAS No.: 20544-89-2
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363
• Mol file: 20544-89-2.mol

Synonyms:N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin

Chemical Property of N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin

There total 9 articles about N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin 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:

diethyl 2-(2-methylpropylidene)malonate (5652-68-6) → N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin (20544-89-2)

Guidance literature:

Multi-step reaction with 4 steps

1: CuI / diethyl ether

2: (i) aq. KOH, (ii) H₂SO₄

3: (i) Br₂, PBr₃, (ii) /BRN= 741851/, H₂O

4: NaOH

With sodium hydroxide; copper(l) iodide; In diethyl ether;

DOI:10.1021/ja00784a041

Reference yield:

N-Phenylacetyl-threo-β-methyl-DL-leucin → N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin (20544-89-2)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. HCl / Heating

2: NaBH₄

3: HCO₂H

4: H₂ / Pd-C / aq. acetic acid

With hydrogenchloride; sodium tetrahydroborate; formic acid; hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1246/bcsj.42.1367

Reference yield:

rac.-threo-β-Methyl-leucin (19531-08-9,19531-09-0,23161-15-1,23262-01-3,28112-81-4,28112-83-6,106247-37-4,106247-38-5) → N-Benzyloxycarbonyl-threo-N,β-dimethyl-L-leucin (20544-89-2)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄

2: HCO₂H

3: H₂ / Pd-C / aq. acetic acid

With sodium tetrahydroborate; formic acid; hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1246/bcsj.42.1367

upstream raw materials:

N,β-Dimethyl-leucin (Isomer A)

benzyl chloroformate

rac.-threo-β-Methyl-leucin

N-Benzyl-threo-β-methyl-DL-leucin

Refernces

• 1、 Kotake,Saito,Ukobo. "The synthesis of N,beta-dimethyl-L-leucine.". . p. 2015 - 2017. Retrieved 1968.