H-GLU(OBZL)-OTBU HCL Chemical Properties

Melting point:

104-107°C

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO, Methanol

form 

Solid

color 

Off-White

InChI

InChI=1/C16H23NO4.ClH/c1-16(2,3)21-15(19)13(17)9-10-14(18)20-11-12-7-5-4-6-8-12;/h4-8,13H,9-11,17H2,1-3H3;1H/t13-;/s3

InChIKey

TWBZXIOAVCJDKR-PHCOUKOGNA-N

SMILES

C1(C=CC=CC=1)COC(=O)CC[C@H](N)C(=O)OC(C)(C)C.Cl |&1:12,r|

Safety Information

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

H-GLU(OBZL)-OTBU HCL Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

L-Glutamic Acid 1-(1,1-Dimethylethyl) 5-(Phenylmethyl) Ester Hydrochloride, is a versatile building block in the peptide chemistry. It can be used in the synthesis of series of dynamic peptides.

Uses

H-Glu(obzl)-otbu HCl

Synthesis

The general procedure for the synthesis of (S)-5-benzyl 1-tert-butyl 2-aminoglutarate hydrochloride from tert-butyl acetate and L-glutamic acid 5-benzyl ester was as follows: L-glutamic acid 5-benzyl ester (75 g) was dissolved in 750 ml of tert-butyl acetate, and the temperature of the reaction system was maintained at a temperature of less than 5°C by cooling the system with ice water from an external source. 26 ml of perchloric acid was added dropwise slowly in this condition, and after completion of addition, the temperature of the reaction system was raised to 25°C. The reaction was monitored by TLC until complete conversion of L-glutamic acid 5-benzyl ester. After completion of the addition, the temperature of the reaction system was raised to 25°C and the reaction was monitored by TLC until complete conversion of L-glutamic acid 5-benzyl ester. After the reaction was completed, the pH of the reaction solution was adjusted to 7-8 with aqueous sodium carbonate, and the aqueous and organic layers were separated. The organic layer was washed sequentially with water and brine and subsequently dried with anhydrous sodium sulfate. After filtration to remove the desiccant, tert-butyl acetate was removed by vacuum distillation at 50°C to obtain an oil. The oily substance was diluted with a small amount of ether and the pH was subsequently adjusted to 4-5 by addition of a pre-prepared ether hydrochloride solution, at which time the product precipitated. The precipitate was collected by filtration and dried to give 90 g of (S)-5-benzyl 1-tert-butyl 2-aminopentanedioate hydrochloride with a purity of 98.5% and a final yield of 80%.

References

[1] Patent: CN105541649, 2016, A. Location in patent: Paragraph 0014

H-GLU(OBZL)-OTBU HCL(105590-97-4)Related Product Information

• gamma-Benzyl L-glutamate
• Diethyl L-glutamate hydrochloride
• H-GLU(OET)-OH
• H-GLU(OALL)-OALL P-TOSYLATE
• H-GLU(OBZL)-OBZL HCL
• synthesis-021-HCl
• L-Glutamic acid 5-cyclohexyl ester
• L-Glutamic acid dibenzyl ester 4-toluenesulfonate
• H-Gln(Trt)-OH.H2O
• H-Glu(Gly-him)-OH
• ETHYL 4-AMINOBUTYRATE HYDROCHLORIDE
• L-Norvaline ethyl ester hydrochloride
• Glycine tert butyl ester hydrochloride
• L-Alanine Isopropyl Ester Hydrochloride
• L-(+)-Glutamic acid hydrochloride
• H-Glu-OMe
• H-GLY-OIPR HCL
• H-NVA-OME HCL