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Boc-N-methyl-L-leucine

Boc-N-methyl-L-leucine structure

CAS No.: 53363-89-6

Chemical Name:: Boc-N-methyl-L-leucine

Synonyms: BOC-N-ME-LEU-OH;N-(tert-butoxycarbonyl)-N-methyl-L-leucine;Tyr(Me);BOC-MELEU-OH;BOC-LEU(ME)-OH;BOC-L-MELEU-OH;BOC-ALA(TBU)-OH;BOC-N-ME-LEUCINE;Boc-N-Me-L-Leu-OH;BOC-BETA-TBU-ALA-OH

CBNumber:: CB3197622

Molecular Formula:: C12H23NO4

Molecular Weight:: 245.32

MDL Number:: MFCD00038522

MOL File:: 53363-89-6.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-05-28 01:02:21

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Boc-N-methyl-L-leucine Properties

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
Major Application	peptide synthesis
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)
UNSPSC Code	12352209
NACRES	NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319-H335
Precautionary statements	P261-P305+P351+P338
PPE	Eyeshields, Gloves, type N95 (US)
WGK Germany	3
HS Code	2924 19 00
HazardClass	IRRITANT
Storage Class	11 - Combustible Solids

Boc-N-methyl-L-leucine price More Price(63)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	8.53083	Boc-N-Me-Leu-OH Novabiochem?	53363-89-6	5G	$132	2023-01-07	Buy
Sigma-Aldrich	15446	Boc-N-Me-Leu-OH ≥99.0% (sum of enantiomers, TLC)	53363-89-6	5g	$360	2023-01-07	Buy
TCI Chemical	B6363	Boc-N-Me-Leu-OH	53363-89-6	1G	$28	2026-04-30	Buy
TCI Chemical	B6363	Boc-N-Me-Leu-OH	53363-89-6	5G	$85	2026-04-30	Buy
Usbiological	264714	Boc-N-methyl-L-leucine Asreported	53363-89-6	2g	$333	2026-06-03	Buy

Product number	Packaging	Price	Buy
8.53083	5G	$132	Buy
15446	5g	$360	Buy
B6363	1G	$28	Buy
B6363	5G	$85	Buy
264714	2g	$333	Buy

Boc-N-methyl-L-leucine Chemical Properties, Uses, 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/cr030024zsrc=recsys&journalCode=chreay

Boc-N-methyl-L-leucine synthesis

Synthesis of Boc-N-methyl-L-leucine from BOC-L-Leucine and Iodomethane

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

Raw materials

BOC-L-Leucine Sodium hydride Mineral oil Tetrahydrofuran Iodomethane

Preparation Products

Boc-N-methyl-L-leucine Suppliers

Global Suppliers ( 193)

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Menglan Pharmaceutical Technology Co., Ltd	13062660007	sales@dreamscipharma.com	China	1908	58
Sichuan jiayinglai technology CO.,LTD	9018 15982359653	1394531348@qq.com	China	2271	55
Ningbo Chemrio Chemtech Co,.Ltd.	0574-27891269 18667892864	frank.xiaodong@chemriotech.com	China	3967	58
SICHUAN TONGSHENG BIOPHARMACEUTICAL CO., LTD	0838-2809458 13350585791	pharm@biots.cn	China	778	58
Meryer (Shanghai) Chemical Technology Co., Ltd.	4006356688 18621169109	market03@meryer.com	China	40202	62
Alabiochem Tech.Co., Ltd.	512-58900862 400-0707518	sales@alabiochem.com	China	988	59
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
GL Biochem (Shanghai) Ltd	21-61263452 13641803416	ymbetter@glbiochem.com	China	9981	64
Shanghai Hanhong Scientific Co.,Ltd.	021-54306202 13764082696	info@hanhongsci.com	China	42917	64
Chemsky (shanghai) International Co.,Ltd	021-50135380	shchemsky@sina.com	China	15350	60

Supplier	Advantage
Shanghai Menglan Pharmaceutical Technology Co., Ltd	58
Sichuan jiayinglai technology CO.,LTD	55
Ningbo Chemrio Chemtech Co,.Ltd.	58
SICHUAN TONGSHENG BIOPHARMACEUTICAL CO., LTD	58
Meryer (Shanghai) Chemical Technology Co., Ltd.	62
Alabiochem Tech.Co., Ltd.	59
Energy Chemical	61
GL Biochem (Shanghai) Ltd	64
Shanghai Hanhong Scientific Co.,Ltd.	64
Chemsky (shanghai) International Co.,Ltd	60

View Latest Price from Boc-N-methyl-L-leucine manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-09-17	Boc-N-Me-L-Leu-OH 53363-89-6		1kg	98%	1T+	Sichuan HongRi Pharma-Tech Co.,Ltd
2026-08-25	Boc-N-methyl-L-leucine 53363-89-6	$2.00-5.00		99%		ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
2020-01-06	BOC-N-Me-leu-OH 53363-89-6	$1.00	1g	98%	100KG	Sichuan Jiaying Lai Technology Co.,LTD

Boc-N-Me-L-Leu-OH
53363-89-6
98%
Sichuan HongRi Pharma-Tech Co.,Ltd

Boc-N-methyl-L-leucine
53363-89-6
$2.00-5.00
99%
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

BOC-N-Me-leu-OH
53363-89-6
$1.00
98%
Sichuan Jiaying Lai Technology Co.,LTD

Boc-N-methyl-L-leucine Spectrum

Boc-N-methyl-L-leucine(53363-89-6)MS Boc-N-methyl-L-leucine(53363-89-6)¹HNMR

53363-89-6 (Boc-N-methyl-L-leucine) Related Search:

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N-Boc-L-trans-4,5-Methanoproline Fmoc-Cha-OH Boc-D-Tyr(Et)-OH

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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-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 L-Leucine, N-[(1,1-diMethylethoxy)carbonyl]-N-Methyl- (S)-2-((tert-butoxycarbonyl)(Methyl)aMino)-4-Methylpentanoic acid Boc-N-Me-L-Leu-OH Boc-N-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 BOC-N-ME-LEU-OH N-(tert-butoxycarbonyl)-N-methyl-L-leucine Tyr(Me) 53363-89-6 Peptide Synthesis N-Methyl Amino Acids Unnatural Amino Acid Derivatives Specialty Synthesis amino acids Amino Acid Derivatives N-Methyl Amino Acids