Boc-Nle-OH

Base Information

• Chemical Name: Boc-Nle-OH
• CAS No.: 6404-28-0
• Molecular Formula: C11H21NO4
• Molecular Weight: 231.292
• Hs Code.: 29224985
• DSSTox Substance ID: DTXSID401297088
• Nikkaji Number: J221.538A
• ChEMBL ID: CHEMBL1222171
• Mol file: 6404-28-0.mol

Synonyms:Boc-Nle-OH;6404-28-0;Boc-L-norleucine;(S)-2-((tert-Butoxycarbonyl)amino)hexanoic acid;N-Boc-L-norleucine;Norleucine, N-[(1,1-dimethylethoxy)carbonyl]-;L-Norleucine, N-[(1,1-dimethylethoxy)carbonyl]-;(S)-N-Alpha-boc-2-aminohexanoic acid;(S)-2-(tert-butoxycarbonylamino)hexanoic acid;MFCD00037270;BOC-norleucine;Boc-Nle;Boc-Ahx-OH;N-Boc-L-Nle-OH;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;t-butoxycarbonyl-norleucine;(2S)-2-[(tert-butoxycarbonyl)amino]hexanoic acid;boc-(s)-2-aminohexanoic acid;SCHEMBL1350139;CHEMBL1222171;N-(tert-Butoxycarbonyl)norleucine;n-tert-butoxycarbonyl-l-norleucine;ZIOCIQJXEKFHJO-QMMMGPOBSA-N;DTXSID401297088;Tertiarybutoxycarbonyl-L-norleucine;FD3074;AKOS016843492;AM82588;DS-3408;2(S)-t-butoxycarbonylaminohexanoic acid;Boc-Nle-OH, >=99.0% (TLC);HY-41912;CS-0019199;2(S)-(tert-Butoxycarbonylamino)hexanoic acid;EN300-49673;A867956;J-300348;(2S)-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid;N-alpha-t-Butyloxycarbonyl-L-norleucine, (S)-N-alpha-Boc-2-aminohexanoic acid

Chemical Property of Boc-Nle-OH

Chemical Property:

• Vapor Pressure: 3.14E-06mmHg at 25°C
• Refractive Index: 1.4425
• Boiling Point: 362.1 °C at 760 mmHg
• PKA: 4.02±0.21(Predicted)
• Flash Point: 172.8 °C
• PSA: 75.63000
• Density: 1.063 g/cm³
• LogP: 2.54540
• Storage Temp.: -15°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 231.14705815
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-norleucine 99+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Uses: A boc protected amino acid derivative

Technology Process of Boc-Nle-OH

There total 25 articles about Boc-Nle-OH 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: 96.0%

methyl (2S)-2-tert-butoxycarbonylaminohexanoate (87974-77-4) → Boc-Nle-OH (6404-28-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.05.091

Reference yield: 95.0%

methyl 2-(tert-butoxycarbonylamino) hexanoate (145618-64-0) → Boc-Nle-OH (6404-28-0) + D-N-Boc-nor-leucine methyl ester (116611-59-7)

Guidance literature:

With Bacillus licheniformis; In water; at 37 ℃; for 15h; pH=8.0;

DOI:10.1016/j.tetasy.2006.07.012

Reference yield: 85.0%

N-(tert-butyloxycarbonyl) azide (1070-19-5) + L-Norleucine (327-57-1) → Boc-Nle-OH (6404-28-0)

Guidance literature:

In 1,4-dioxane; water;

DOI:10.1016/S0031-9422(02)00685-4

upstream raw materials:

L-Norleucine

tert-Butyl 4-nitrophenyl carbonate

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

tert-butyl [(1S)-1-(hydroxymethyl)pentyl]carbamate

Downstream raw materials:

N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Boc-Nle-His-Phe-OMe

Boc-L-Nle-L-Asp(Bzl)-NH₂

Boc-Nle-Asp(OBzl)-Phe-NH₂

Refernces

• 1、 Stone, Erica L.,Citossi, Francesca,Singh, Rajinder,Kaur, Balvinder,Gaskell, Margaret,Farmer, Peter B.,Monks, Anne,Hose, Curtis,Stevens, Malcolm F.G.,Leong, Chee-Onn,Stocks, Michael,Kellam, Barrie,Marlow, Maria,Bradshaw, Tracey D.. "Antitumour benzothiazoles. Part 32: DNA adducts and double strand breaks correlate with activity; Synthesis of 5F203 hydrogels for local delivery". supporting information. p. 6891 - 6899. Retrieved 2015/11/11.
• 2、 Wang, Zhen J.,Spiccia, Nicolas D.,Jackson, W. Roy,Robinson, Andrea J.. "Tandem Ru-alkylidene-catalysed cross metathesis/hydrogenation: Synthesis of lipophilic amino acids". . p. 470 - 476. Retrieved 2013/08/23.