L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-D-leucyl-, methyl ester

Base Information

• Chemical Name: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-D-leucyl-, methyl ester
• CAS No.: 88621-07-2
• Molecular Formula: C₁₈H₃₄N₂O₅
• Molecular Weight: 358.478
• Mol file: 88621-07-2.mol

Synonyms:(S)-2-((R)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoic acid methyl ester;

Chemical Property of L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-D-leucyl-, methyl ester

Chemical Property:

• PSA: 93.73000
• LogP: 3.41150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-D-leucyl-, methyl ester

There total 15 articles about L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-D-leucyl-, methyl 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: 99.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + (S)-Leu-OMe (2666-93-5) → N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester (15136-13-7,88621-07-2,127636-68-4,132769-33-6,15136-12-6)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2009.07.017

Reference yield: 98.5%

Boc-Leu-ONSu (3392-09-4) + methyl (L)-leucinate hydrochloride (7517-19-3) → N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester (15136-13-7,88621-07-2,127636-68-4,132769-33-6,15136-12-6)

Guidance literature:

With triethylamine; In 1,4-dioxane; dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield: 94.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + methyl (L)-leucinate hydrochloride (7517-19-3) → N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester (15136-13-7,88621-07-2,127636-68-4,132769-33-6,15136-12-6)

Guidance literature:

N-tert-butoxycarbonyl-L-leucine; With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.0833333h;

methyl (L)-leucinate hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; pH=8;

DOI:10.1021/acs.jmedchem.8b00685

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

(S)-Leu-OMe

methyl (L)-leucinate hydrochloride

methanol

Downstream raw materials:

(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoic acid

(3S,6S)-3,6-diisobutylpiperazine-2,5-dione

Boc-Leu-Leu-OBzl

2-(2-{2-[2-(2-amino-4-methyl-pentanoylamino)-4-methyl-pentanoylamino]-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid