2-methyl-D-norleucine

Base Information

• Chemical Name: 2-methyl-D-norleucine
• CAS No.: 105815-95-0
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.202
• DSSTox Substance ID: DTXSID701347036
• Wikidata: Q27453046
• Mol file: 105815-95-0.mol

Synonyms:105815-95-0;2-methyl-D-norleucine;D-Norleucine, 2-methyl-;D-Norleucine, 2-methyl- (9CI);(2R)-2-AMINO-2-METHYLHEXANOIC ACID;alpha-butylalanine;(R)-2-Amino-2-methylhexanoic acid;(R)-2-BUTYLALANINE;SCHEMBL18124758;DTXSID701347036;(R)-2-Amino-2-methylhexanoicacid;AT19793;Q27453046

Chemical Property of 2-methyl-D-norleucine

Chemical Property:

• PSA: 63.32000
• LogP: 1.67890
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-amino-2-methylhexanoicacid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C)(C(=O)O)N
• Isomeric SMILES: CCCC[C@](C)(C(=O)O)N

Technology Process of 2-methyl-D-norleucine

There total 7 articles about 2-methyl-D-norleucine 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:

(R)-2-Methyl-2-(2,2,2-trichloro-acetylamino)-hexanoic acid (177273-83-5) → (R)-2-Amino-2-methyl-hexanoic acid (105815-95-0)

Guidance literature:

With potassium hydroxide; at 50 ℃;

DOI:10.1016/0040-4039(96)00393-0

Reference yield:

(Z)-1-Iodo-2-methyl-1-hexene (82737-15-3) → (R)-2-Amino-2-methyl-hexanoic acid (105815-95-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) n-BuLi, 1/2CuBr-Me₂S

2: DBU / CH₂Cl₂ / 1 h / -78 °C

3: 62 percent / xylene / 4 h / 140 °C

4: 85 percent / O₃, Me₂S / 12 h

5: Jones reagent / 0.33 h

6: KOH / 50 °C

With potassium hydroxide; n-butyllithium; jones reagent; copper(I) bromide dimethylsulfide complex; dimethylsulfide; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; xylene;

DOI:10.1016/0040-4039(96)00393-0

Reference yield:

2,2,2-Trichloro-acetimidic acid (Z)-(S)-1-((S)-1-methoxymethoxy-2-methyl-propyl)-3-methyl-hept-2-enyl ester → (R)-2-Amino-2-methyl-hexanoic acid (105815-95-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / xylene / 4 h / 140 °C

2: 85 percent / O₃, Me₂S / 12 h

3: Jones reagent / 0.33 h

4: KOH / 50 °C

With potassium hydroxide; jones reagent; dimethylsulfide; ozone; In xylene;

DOI:10.1016/0040-4039(96)00393-0

upstream raw materials:

(R)-2-Methyl-2-(2,2,2-trichloro-acetylamino)-hexanoic acid

(Z)-1-Iodo-2-methyl-1-hexene

2,2,2-Trichloro-N-((R)-1-formyl-1-methyl-pentyl)-acetamide