Boc-N-methyl-L-leucine

Product Name: Boc-N-methyl-L-leucine
CAS No.: 53363-89-6
Chemical Name: Boc-N-methyl-L-leucine
Synonyms: Tyr(Me);BOC-MELEU-OH;BOC-LEU(ME)-OH;BOC-L-MELEU-OH;BOC-ALA(TBU)-OH;BOC-N-ME-LEU-OH;BOC-N-ME-LEUCINE;Boc-N-Me-L-Leu-OH;BOC-BETA-TBU-ALA-OH;BOC-BETA-TBU-ALANINE
CBNumber: CB3197622
Molecular Formula: C12H23NO4
Formula Weight: 245.32
MOL File: 53363-89-6.mol

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Boc-N-methyl-L-leucine Property

Melting point:: 55-60 °C
Boiling point:: 338.2±21.0 °C(Predicted)
Density: 1.053±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,2-8°C
pka: 4.04±0.21(Predicted)
form: Solid
color: White to off-white
optical activity: [α]20/D 36±2°, c = 1% in methylene chloride
BRN: 2373250
InChI: InChI=1S/C12H23NO4/c1-8(2)7-9(10(14)15)13(6)11(16)17-12(3,4)5/h8-9H,7H2,1-6H3,(H,14,15)/t9-/m0/s1
InChIKey: YXJFAOXATCRIKU-VIFPVBQESA-N
SMILES: C(O)(=O)[C@H](CC(C)C)N(C(OC(C)(C)C)=O)C
CAS DataBase Reference: 53363-89-6(CAS DataBase Reference)

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Safety

WGK Germany: 3
HS Code: 2924 19 00
HazardClass: IRRITANT

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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.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.53083
Product name: Boc-N-Me-Leu-OH
Purity: Novabiochem?
Packaging: 5G
Price: $132
Updated: 2023/01/07

Sigma-Aldrich

Product number: 15446
Product name: Boc-N-Me-Leu-OH
Purity: ≥99.0% (sum of enantiomers, TLC)
Packaging: 5g
Price: $360
Updated: 2023/01/07

TCI Chemical

Product number: B6363
Product name: Boc-N-Me-Leu-OH
Packaging: 1G
Price: $29
Updated: 2025/07/31

TCI Chemical

Product number: B6363
Product name: Boc-N-Me-Leu-OH
Packaging: 5G
Price: $88
Updated: 2025/07/31

Usbiological

Product number: 236540
Product name: Boc-N-methyl-L-leucine 98+%
Packaging: 1g
Price: $170
Updated: 2021/12/16

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Boc-N-methyl-L-leucine Chemical Properties,Usage,Production

Description

Boc-N-methyl-L-leucine is the BOC (tert-butyloxycarbonyl) protected N-methylated leucine. The N-methylated amino acid is quite useful in the peptide synthesis, giving a lot of improved properties to peptide. Studies have shown that peptide containing N-methylated amino acids obtain increased proteolytic stability, increased membrane permeability, and altered conformation. The effects of N-methylated amino acids are quite important in the development of therapeutic peptide compound as well as in the assay of biological activity of some modified peptides. BOC group can be easily removed by treatment with strong acids such as trifluoroacetic acid.

Uses

Boc-N-methyl-L-leucine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Biological Activity

Boc-N-methyl-L-leucine is a peptidyl nucleobase that has been shown to inhibit tumor cell growth and induce tumor regression in animal models. It is an amide of leucine and the antibiotic aminouracil, which is a guanine analogue. Boc-N-methyl-L-leucine has also shown to inhibit tumor growth by inhibiting mitochondrial membrane potential, which may lead to cell death in cancer cells. This compound has been shown to be effective against both solid tumors and leukemia cell lines. Boc-N-methyl-L-leucine also inhibits the proliferation of human prostate cancer cells by blocking the synthesis of nucleic acids and proteins.

Synthesis

13139-15-6

74-88-4

53363-89-6

To a solution of Boc-L-leucine (5.0 g, 21.6 mmol) in tetrahydrofuran (THF, 73 mL) at 0 °C was added sodium hydride (NaH, 60% dispersion in mineral oil, 10.0 g, 0.13 mol). After stirring at 0 °C for 30 min, iodomethane (MeI, 4.1 mL, 66.0 mmol) and N,N-dimethylformamide (DMF, 3.7 mL) were added sequentially. The reaction mixture was continued to be stirred at 0 °C for 30 min, followed by 4 h at room temperature. Upon completion of the reaction, the reaction was quenched with deionized water (50 mL). The mixture was extracted with ethyl acetate (EtOAc, 2 x 100 mL). The aqueous phase was acidified to pH 5 with 10% aqueous potassium bisulfate (KHSO4) and extracted again with ethyl acetate. All the ethyl acetate extracts were combined, washed with 5% sodium dithionite (Na2S2O4) solution and saturated brine in turn, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give Boc-N-methyl-L-leucine (5.2 g, 98% yield) as a colorless oil.

References

https://en.wikipedia.org/wiki/Tert-Butyloxycarbonyl_protecting_group
http://pubs.acs.org/doi/abs/10.1021/cr030024z?src=recsys&journalCode=chreay

Boc-N-methyl-L-leucine Preparation Products And Raw materials

Raw materials

Preparation Products

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Boc-N-methyl-L-leucine Suppliers

China 157 France 1 Germany 3 India 1 Japan 4 Switzerland 2 United Kingdom 4 United States 20 Global 192

Shanghai Menglan Pharmaceutical Technology Co., Ltd

Tel: 13062660007
Email: sales@dreamscipharma.com
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Sichuan jiayinglai technology CO.,LTD

Tel: 028-028-88457210 18190964009
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Email: 3054240163@qq.com
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Ningbo Chemrio Chemtech Co,.Ltd.

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Shaoxing Zejun Pharmaceuticals Co.,Ltd

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SICHUAN TONGSHENG BIOPHARMACEUTICAL CO., LTD

Tel: 0838-2809458 13350585791
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Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006356688 18621169109
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Alabiochem Tech.Co., Ltd.

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Fax: 0086-512-56765862
Email: sales@alabiochem.com
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Energy Chemical

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GL Biochem (Shanghai) Ltd

Tel: 21-61263452 13641803416
Fax: 86-21-61263399
Email: ymbetter@glbiochem.com
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Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
Country: China
ProdList: 42934
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View Lastest Price from Boc-N-methyl-L-leucine manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: Boc-N-methyl-L-leucine 53363-89-6
Price: US $2.00-5.00/KG
Min. Order: 0.1KG
Purity: 99%
Supply Ability: g-kg-tons
Release date: 2025-07-10

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: Boc-N-Me-L-Leu-OH 53363-89-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2023-09-27

Sichuan Jiaying Lai Technology Co.,LTD

Product: BOC-N-Me-leu-OH 53363-89-6
Price: US $1.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 100KG
Release date: 2019-07-21

53363-89-6, Boc-N-methyl-L-leucineRelated Search:

L-Leucine N-CARBOBENZOXY-DL-LEUCINE Methylparaben BOC-L-Leucine Boc-Aib-OH L-tert-Leucine Bensulfuron methyl Methyl acrylate N-Carbobenzyloxyglycine Kresoxim-methyl Thiophanate-methyl Methyl BOC-GLY-LEU-OH FMOC-ARG(ME,PBF)-OH N-Boc-L-trans-4,5-Methanoproline BOC-D-ALLO-ILE-OH BOC-D-TYR(ET)-OH FMOC-CHA-OH

N-ALPHA-T-BUTYLOXYCARBONYL-N-ALPHA-METHYL-L-LEUCINE

N-ALPHA-T-BUTOXYCARBONYL-N-ALPHA-METHYL-L-LEUCINE

N-ALPHA-T-BUTOXYCARBONYL-BETA-T-BUTYL-L-ALANINE

N-ALPHA-T-BUTOXYCARBONYL-GAMMA-METHYL-L-LEUCINE

N-ALPHA-TERT-BUTYLOXYCARBONYL-N-ALPHA-METHYL-L-LEUCINE

N-ALPHA-T-BOC-N-ALPHA-METHYL-L-LEUCINE

BOC-BETA-TBU-ALANINE

BOC-BETA-TBU-ALA-OH

BOC-BETA-T-BUTYL-L-ALANINE

BOC-ALA(TBU)-OH

BOC-N-ME-LEUCINE

BOC-N-ME-LEU-OH

BOC-N-METHYL-L-LEUCINE

BOC-N-METHYL-L-LEU-OH

BOC-MELEU-OH

BOC-NEOPENTYLGLYCINE

BOC-(NEOPENTYL)GLY-OH

BOC-N-ALPHA-METHYL-L-LEUCINE

BOC-L-BETA-T-BUTYLALANINE

BOC-LEU(ME)-OH

BOC-L-NEOPENTYLGLYCINE

BOC-L-MELEU-OH

BOC-T-BUTYL-L-ALANINE

N-ALPHA-TERT-BUTYLOXYCABONYL-N-ALPHA-METHYL-L-LEUCINE

DANSYL-L-GLUTAMIC ACID BIS(CYCLOHEXYLAMMONIUM)

NALPHA-tert-Butoxycarbonyl-N-methyl-L-leucine

N-tert-Butyloxycarbonyl-N-methyl-L-leucine

N-(tert-butoxycarbonyl)-N-methyl-L-leucine

L-Leucine, N-[(1,1-diMethylethoxy)carbonyl]-N-Methyl-

(S)-2-((tert-butoxycarbonyl)(Methyl)aMino)-4-Methylpentanoic acid

Tyr(Me)

Boc-N-Me-L-Leu-OH

Boc-<I>N</I>-Me-Leu-OH

Boc-N-Methyl Leucine

Boc-N-methyl-L-leucine98+%

N-α-t-butoxycarbonyl-β-t-butyl-L-alanine

(Tert-Butoxy)Carbonyl N-Me-Leu-OH

(2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}-4-methylpentanoic acid

(2S)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxy-oxomethyl]amino]pentanoic acid

Boc-N-L-methylleucine

Boc-N-methyl-L-leucine USP/EP/BP

2-((TERT-BUTOXYCARBONYL)(METHYL)AMINO)-4-METHYLPENTANOIC ACID

N-[(1,1-Dimethylethoxy)carbonyl]-N-methyl-L-leucine

N-BOC-N-Methyl-L-leucine

BOC-N-methyl tert leucine

53363-89-6

Peptide Synthesis

N-Methyl Amino Acids

Unnatural Amino Acid Derivatives

Specialty Synthesis

amino acids

Amino Acid Derivatives

N-Methyl Amino Acids