D-norleucine zwitterion

Base Information

• Chemical Name: D-norleucine zwitterion
• CAS No.: 327-56-0
• Molecular Formula: C6H13 N O2
• Molecular Weight: 131.175
• Hs Code.: 29224999
• Mol file: 327-56-0.mol

Synonyms:d-2-aminohexanoate;D-norleucine zwitterion;(2R)-2-ammoniohexanoate;CHEBI:143080;D-2-aminohexanoic acid zwitterion;A833328

Chemical Property of D-norleucine zwitterion

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.0188mmHg at 25°C
• Melting Point: >300ºC
• Refractive Index: -23 ° (C=4.5, 6mol/L HCl)
• Boiling Point: 234 °C at 760 mmHg
• PKA: 2.55±0.24(Predicted)
• Flash Point: 95.3 °C
• PSA: 63.32000
• Density: 1.038 g/cm³
• LogP: 1.28880
• Storage Temp.: Store at RT.
• Water Solubility.: 15.75g/L(19 oC)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 87.5

Purity/Quality:

99% ^*data from raw suppliers

D-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-])[NH3+]
• Isomeric SMILES: CCCC[C@H](C(=O)[O-])[NH3+]
• Uses: D-Norleucine is used for the synthesis of Thailandepsin B, a bicyclic depsipeptide histone deacetylase inhibitor.

Technology Process of D-norleucine zwitterion

There total 51 articles about D-norleucine zwitterion 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: 100.0%

norleucine amide hydrochloride (1187-54-8) → D-norleucine (327-56-0)

Guidance literature:

Escherichia coli JM₁₀₉; pCl₃₈DP; In various solvent(s); at 30 ℃; for 168h;

Reference yield: 93.0%

C43H36ClN3NiO3 → D-norleucine (327-56-0) + (S)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphth[2,1-c:1′,2′-e]azepin-4-yl]acetamide

Guidance literature:

With hydrogenchloride; water; In methanol; at 40 ℃; for 8h;

DOI:10.1021/acs.joc.5b01292

Reference yield: 90.0%

(R)-2-Hydrazino-hexanoic acid (103883-02-9) → D-norleucine (327-56-0)

Guidance literature:

With hydrogen; platinum(IV) oxide;

DOI:10.1021/ja00280a049

upstream raw materials:

N-formyl-D-norleucine

1-bromo-butane

glycine

(2S)-2-bromohexanoic acid

Downstream raw materials:

(R)-2-hydroxyhexanoic acid

(R)-(+)-2-bromohexanoic acid

N-acetyl-D-norleucine

(2R)-2-amino-2-butyl-1-ethanol

Refernces

• 1、 Wang, Shuni,Zhou, Shengbin,Wang, Jiang,Nian, Yong,Kawashima, Aki,Moriwaki, Hiroki,Ace?a, José L.,Soloshonok, Vadim A.,Liu, Hong. "Chemical Dynamic Thermodynamic Resolution and S/R Interconversion of Unprotected Unnatural Tailor-made α-Amino Acids". . p. 9817 - 9830. Retrieved 2015/11/03.
• 2、 Pereira, Pedro C.,Arends, Isabel W.C.E.,Sheldon, Roger A.. "A green and expedient synthesis of enantiopure diketopiperazines via enzymatic resolution of unnatural amino acids". supporting information. p. 4991 - 4993. Retrieved 2015/01/09.