N-Benzyl-N~2~-tert-butyl-N~2~-carboxylatoleucinamide

Base Information

• Chemical Name: N-Benzyl-N~2~-tert-butyl-N~2~-carboxylatoleucinamide
• CAS No.: 101669-45-8
• Molecular Formula: C₁₈H₂₈N₂O₃
• Molecular Weight: 320.432
• DSSTox Substance ID: DTXSID60699570
• Mol file: 101669-45-8.mol

Synonyms:101669-45-8;N-Benzyl-N~2~-tert-butyl-N~2~-carboxylatoleucinamide;DTXSID60699570

Chemical Property of N-Benzyl-N~2~-tert-butyl-N~2~-carboxylatoleucinamide

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 319.20216773
• Heavy Atom Count: 23
• Complexity: 390

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NCC1=CC=CC=C1)N(C(=O)[O-])C(C)(C)C

Technology Process of N-Benzyl-N~2~-tert-butyl-N~2~-carboxylatoleucinamide

There total 10 articles about N-Benzyl-N~2~-tert-butyl-N~2~-carboxylatoleucinamide 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: 86.0%

→ 1-benzyloxycarbamoyl-3-methyl-butyl-carbamic acid tert-butyl ester (118283-03-7,101669-45-8)

Guidance literature:

Reference yield: 83.0%

2-tert-butoxycarbonylamino-4-methyl-penatnoic acid benzyl ester (87746-56-3) + benzylamine (100-46-9) → 1-benzyloxycarbamoyl-3-methyl-butyl-carbamic acid tert-butyl ester (118283-03-7,101669-45-8)

Guidance literature:

With 6-chloro-2-pyridone; In toluene; at 110 ℃; for 24h; Temperature;

DOI:10.1039/d1ra04651a

Reference yield: 82.0%

N-tert-butoxycarbonyl-L-leucine methyl ester (63096-02-6) + benzylamine (100-46-9) → 1-benzyloxycarbamoyl-3-methyl-butyl-carbamic acid tert-butyl ester (118283-03-7,101669-45-8)

Guidance literature:

With 4-hydroxybenzotrifluoride; sodium methylate; In toluene; at 70 ℃; for 99h; optical yield given as %ee; Inert atmosphere; Molecular sieve;

DOI:10.1039/c2cc32153j

upstream raw materials:

Boc-Leu-ONSu

benzylamine hydrochloride

benzylamine

N-tert-butoxycarbonyl-L-leucine

Refernces

• 1、 de Castro, Pedro P.,Campos, Débora L.,Pavan, Fernando R.,Amarante, Giovanni W.. "Dual-protected amino acid derivatives as new antitubercular agents". . p. 1576 - 1580. Retrieved 2018.
• 2、 Wang, Hui,Dong, Wei,Hou, Zhipeng,Cheng, Lidan,Li, Xiufen,Huang, Longjiang. "Direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2". . . Retrieved 2020/02/15.