ChemicalBook > CAS DataBase List > GAMMA-METHYL-L-LEUCINE

GAMMA-METHYL-L-LEUCINE

Product Name: GAMMA-METHYL-L-LEUCINE
CAS No.: 57224-50-7
Chemical Name: GAMMA-METHYL-L-LEUCINE
Synonyms: H-LEU(ME)-OH;H-L-tBuAla-OH;H-L-NPTGLY-OH;H-ALA(TBU)-OH;β-tBu-L-Ala-OH;H-b-tBu-Ala-OH;BETA-TBU-ALANINE;4-METHYL-LEUCINE;NEOPENTYLGLYCINE;L-Nepentylglycine
CBNumber: CB6176701
Molecular Formula: C7H15NO2
Formula Weight: 145.2
MOL File: 57224-50-7.mol

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GAMMA-METHYL-L-LEUCINE Property

Melting point:: 250 - 252°C
Boiling point:: 236.0±23.0℃ (760 Torr)
Density: 1.016±0.06 g/cm3 (20 ºC 760 Torr)
Flash point:: 96.5±22.6℃
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Methanol (Slightly), Water (Sparingly)
form: Solid
pka: 2.56±0.23(Predicted)
color: White to Off-White
optical activity: Consistent with structure
InChI: InChI=1S/C7H15NO2/c1-7(2,3)4-5(8)6(9)10/h5H,4,8H2,1-3H3,(H,9,10)/t5-/m0/s1
InChIKey: LPBSHGLDBQBSPI-YFKPBYRVSA-N
SMILES: C(O)(=O)[C@@H](N)CC(C)(C)C

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Safety

WGK Germany: 3
F: 10

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 73489
Product name: L-α-Neopentylglycine
Purity: ≥98.0%(TLC)
Packaging: 1g
Price: $382
Updated: 2025/07/31

TRC

Product number: G195005
Product name: γ-methyl-L-leucine
Packaging: 1g
Price: $200
Updated: 2021/12/16

Usbiological

Product number: 451068
Product name: Gamma-methyl-L-leucine
Packaging: 100mg
Price: $312
Updated: 2021/12/16

Chem-Impex

Product number: 06234
Product name: β--Butyl-L-alanine
Purity: ≥ 99.5% (Chiral HPLC)
Packaging: 1G
Price: $100
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB48799
Product name: beta-tert-Butyl-L-alanine
Packaging: 500mg
Price: $140
Updated: 2021/12/16

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GAMMA-METHYL-L-LEUCINE Chemical Properties,Usage,Production

Chemical Properties

White to off-white powder

Uses

Gamma-methyl-L-leucine

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

34906-87-1

3060-50-2

119-61-9

57224-50-7

88319-43-1

GENERAL STEPS: To a 5 mL reaction vial equipped with a magnetic stirrer was added 3-cyclohexyl-2-oxopropanoic acid (1j) (0.0510 g, 0.30 mmol), 2,2-diphenylglycine (2) (0.0681 g, 0.30 mmol), chiral pyridoxamine 6 g (0.0195 g, 0.030 mmol) and MeOH-H2O (8:2) , v/v) (3.0 mL). The reaction mixture was stirred at 20 °C for 3 days. Upon completion of the reaction, the mixture was transferred to a 25 mL round-bottom flask and methanol was added until all solids were completely dissolved. Silica gel (0.50 g) was then added. The solvent was removed by reduced pressure distillation at 20 °C and the resulting residue was purified by silica gel column chromatography (eluent ratio EtOH/ethyl acetate/25-28% ammonia solution = 100:58:16) to afford compound 3j (0.0401 g, 78% yield, 52% ee) as a white solid. To determine the enantiomeric excess of 3b-k, compound 3j was first treated with thionyl chloride in methanol and subsequently converted to N-benzoylmethyl ester by reaction with benzoyl chloride and finally analyzed by HPLC. For the determination of enantiomeric excess of compound 3a, it was converted to methyl ester by treatment with CH2N2 in methanol followed by HPLC analysis.

References

[1] Tetrahedron Letters, 2016, vol. 57, # 41, p. 4612 - 4615

GAMMA-METHYL-L-LEUCINE Preparation Products And Raw materials

Raw materials

Preparation Products

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57224-50-7, GAMMA-METHYL-L-LEUCINERelated Search:

GAMMA-METHYL-D-LEUCINE BETA-TBU-DL-ALANINE Ethyl sarcosinate hydrochloride H-SAR-OTBU HCL N-ME-GLY-OBZL P-TOSYLATE N-ALPHA-METHYL-L-ALANINE HYDROCHLORIDE Sarcosine methyl ester hydrochloride H-SAR-OBZL HCL 4-HYDROXYISOLEUCINE N-ALPHA-CARBOBENZOXY-GAMMA-METHYL-L-LEUCINE DICYCLOHEXYLAMMONIUM SALT GAMMA-METHYL-L-LEUCINE N-ALPHA-T-BUTOXYCARBONYL-GAMMA-METHYL-L-LEUCINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-GAMMA-METHYL-L-LEUCINE,N-ALPHA-(9-FLUOROENYLMETHOXYCARBONYL)-GAMMA-METHYL-L-LEUCINE

H-L-tBuAla-OH

H-L-NptGly-OH=4-Methyl-L-leucine

L-Nepentylglycine

γ-methyl-l-leucine

gamma-methylleucine

L-Neopentylglycine, 4-Methyl-L-leucine, ss-t-Butyl-L-alanine, (S)-2-Amino-4,4-dimethyl-pentanoic acid

H-b-tBu-Ala-OH

γ-Methyl-L-leucine, (S)-2-Amino-4,4-dimethylpentanoic acid, L-γ-Methylleucine

L-alpha-Neopentylglycine >=98.0% (TLC)

(2S)-2-Amino-4,4-dimethyl-pentanoic acid

β-tBu-L-Ala-OH

β-tert-Butyl-L-alanine≥ 99% (HPLC, Chiral purity)

L-ALPHA-NEOPENTYLGLYCINE

L-GAMMA-METHYLLEUCINE

L-NEOPENTYLGLYCINE

GAMMA-METHYL-L-LEUCINE

H-LEU(ME)-OH

H-LEU(GAMMA-ME)-OH

H-L-NPTGLY-OH

H-NEOPENTYLGLY-OH

H-ALA(TBU)-OH

H-BETA-TBU-ALA-OH

BETA-TBU-ALANINE

BETA-T-BUTYL-L-ALANINE

BETA-TERT-BUTYL-L-ALANINE

(-)-2-AMINO-4,4-DIMETHYLPENTANOIC ACID

4-METHYL-LEUCINE

4-METHYL-L-LEUCINE

β-tert-Butyl-L-alanine

(S)-2-AMINO-4,4-DIMETHYLPENTANOIC ACID

T-BUTYL-L-ALANINE

NEOPENTYLGLYCINE

3-tert-butyl-L-alanine

H-Neopentylgly-OH, H-g-Me-Leu-OH

Pentanoic acid, 2-amino-4,4-dimethyl-, (2S)-

(2S)-2-amino-4,4-dimethylpentanoicaci

L-α-Neopentylglycine

L-g-Methylleucine

<sc>L</sc>-α-Neopentylglycine

57224-50-7

Glycine Derivatives

Peptide Synthesis

Specialty Synthesis

Unnatural Amino Acid Derivatives