D-tert-Leucine

Base Information

• Chemical Name: D-tert-Leucine
• CAS No.: 26782-71-8
• Molecular Formula: C6H13NO2
• Molecular Weight: 131.175
• Hs Code.: 29224995
• UNII: P3L3QZA16M
• DSSTox Substance ID: DTXSID30426193
• Nikkaji Number: J57.547J
• Wikidata: Q27466064
• Mol file: 26782-71-8.mol

Synonyms:2-ADBA;2-amino-3,3-dimethylbutanoic acid;2-amino-3,3-dimethylbutanoic acid, (DL)-isomer;2-amino-3,3-dimethylbutanoic acid, (L)-isomer;2-amino-3,3-dimethylbutyric acid;D-tert-leucine;L-tert-leucine;tert-leucine

Chemical Property of D-tert-Leucine

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.0499mmHg at 25°C
• Melting Point: ≥300 °C(lit.)
• Refractive Index: 9 ° (C=3, H2O)
• Boiling Point: 217.7 °C at 760 mmHg
• PKA: 2.39±0.12(Predicted)
• Flash Point: 85.5 °C
• PSA: 63.32000
• Density: 1.038 g/cm³
• LogP: 1.14470
• Storage Temp.: Store at RT.
• Water Solubility.: Soluble in water.
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

D-tert-Leucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(C(=O)O)N
• Isomeric SMILES: CC(C)(C)[C@H](C(=O)O)N
• Uses: D-tert-Leucine is used for synthesis of amino acids e.g. in the synthesis of aldehydes by double alkylation of unsaturated aldimines of tert-Leu esters.

Technology Process of D-tert-Leucine

There total 45 articles about D-tert-Leucine 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: 99.5%

D-tert-leucine·3,4-dimethylbenzenesulfonate → D-tert-leucine (26782-71-8)

Guidance literature:

In water; at 45 ℃;

Reference yield: 96.0%

C10H21NO4S → D-tert-leucine (26782-71-8)

Guidance literature:

C₁₀H₂₁NO₄S; With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 2.5h; Inert atmosphere;

With ammonium hydroxide; In water; at 0 ℃; Inert atmosphere;

DOI:10.1021/jacs.7b08496

Reference yield: 92.0%

(R)-2-benzyloxycarbonylamino-3,3-dimethylbutanenitrile (1355742-77-6) → D-tert-leucine (26782-71-8)

Guidance literature:

With hydrogenchloride; sulfuric acid; In water; at 120 ℃; for 44h; enantioselective reaction;

DOI:10.1021/ol203408w

upstream raw materials:

D-2-formylamino-3,3-dimethyl-butyric acid

Z-D-Tle

methyl (R)-2-amino-3,3-dimethylbutanoate

ethyl (R)-2-amino-3,3-dimethylbutanoate

Downstream raw materials:

N-[4-(4-chlorophenoxy)benzenesulfonyl]-D-tert-leucine

N-({4-[(2R,3R)-3-{[(2R/S)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycyl-3-methyl-D-valine

N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[(2RS)-2-(4-fluorophenyl)-2-hydroxyethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycyl-3-methyl-D-valine

C₁₃H₁₈N₂O₂S

Refernces

• 1、 Li, Jianjiong,Wang, Yingang,Wu, Qiaqing,Yao, Peiyuan,Yu, Shanshan,Zhu, Dunming. "Simultaneous Preparation of (S)-2-Aminobutane and d -Alanine or d -Homoalanine via Biocatalytic Transamination at High Substrate Concentration". supporting information. . Retrieved 2022/03/01.
• 2、 Cheng, Xinkuan,Chen, Xi,Feng, Jinhui,Wu, Qiaqing,Zhu, Dunming. "Structure-guided engineering of: Meso -diaminopimelate dehydrogenase for enantioselective reductive amination of sterically bulky 2-keto acids". . p. 4994 - 5002. Retrieved 2018/10/17.