2650-64-8

Basic information

• Product Name: N-Carbobenzyloxy-L-glutamine
• Synonyms: CBZ-L-GLUTAMINE;CBZ-L-GLN;CBZ-L-GLN-OH;CBZ-GLN-OH;BENZYLOXYCARBONYL-L-GLUTAMINE;CARBOBENZYLOXY-L-GLUTAMINE;N-CBZ-L-GLUTAMINE;N(ɑ)-Benzyloxycarbonyl-L-glutamine, 99%
• CAS NO: 2650-64-8
• Molecular Formula: C₁₃H₁₆N₂O₅
• Molecular Weight: 280.28
• EINECS: 220-173-8
• Product Categories: PROTECTED AMINO ACID & PEPTIDES;Glutamine [Gln, Q];Z-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Chiral Compounds;Z-Amino acid series;Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 2650-64-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 134-138 °C(lit.)
• Boiling Point: 423°C (rough estimate)
• Flash Point: 319.2 °C
• Appearance: white to off-white powder
• Density: 1.2419 (rough estimate)
• Vapor Pressure: 1.9E-15mmHg at 25°C
• Refractive Index: 1.6450 (estimate)
• Storage Temp.: -20°C
• Solubility: DMSO, Ethanol, Methanol
• PKA: 3.82±0.10(Predicted)
• BRN: 2061271
• CAS DataBase Reference: N-Carbobenzyloxy-L-glutamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Carbobenzyloxy-L-glutamine(2650-64-8)
• EPA Substance Registry System: N-Carbobenzyloxy-L-glutamine(2650-64-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 2650-64-8(Hazardous Substances Data)

Usage

Chemical Properties

N-Carbobenzyloxy-L-glutamine is white to off-white powder

Uses

Different sources of media describe the Uses of 2650-64-8 differently. You can refer to the following data:
1. N-Carbobenzyloxy-L-glutamine has use an anti-ulcer agent. Also an inhibitor for AHAS (Acetohydroxy Acid Synthase) an important enzyme which will affect how benign an environmental herbicid e is. Also used in the synthesis of neomycin B, an important HIV antiviral agent.
2. N2-[(Phenylmethoxy)carbonyl]-L-glutamine has use an anti-ulcer agent. Also an inhibitor for AHAS (Acetohydroxy Acid Synthase) an important enzyme which will affect how benign an environmental herbicide is. Also used in the synthesis of neomycin B, an important HIV antiviral agent.

InChI:InChI=1/C13H16N2O5/c14-11(16)7-6-10(12(17)18)15-13(19)20-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,19)(H,17,18)/p-1/t10-/m0/s1

Upstream product

• 3077-51-8 γ-methyl L-glutamate hydrochloride 
• 501-53-1 benzyl chloroformate 
• 38596-35-9 dicyclohexylamine salt of N-benzyloxycarbonyl-(L)-pyroglutamic acid 
• 56-85-9 L-glutamine 
• 75819-24-8 3-benzyloxycarbonyl-2-oxazolone 
• 250296-57-2 N-Benzyloxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide 
• 100-51-6 benzyl alcohol 
• 4124-76-9 N-(benzyloxycarbonyl)-L-glutamic acid anhydride 
• 35726-62-6 (S)-2-(benzyloxycarbonylamino)-5-ethoxy-5-oxopentanoic acid 
• 4510-09-2 N-benzyloxycarbonyl-L-glutamic acid-5-hydrazide 

Downstream Products

• 13907-82-9 N²-benzyloxycarbonyl-L-glutamine methyl ester 
• 7763-16-8 N²-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester) 
• 123-91-1 1,4-dioxane 
• 2658-34-6 S-benzyl-N-[N²-(N²-benzyloxycarbonyl-L-glutaminyl)-L-asparaginyl]-L-cysteine methyl ester 
• 16869-66-2 S-benzyl-N-(N²-benzyloxycarbonyl-L-glutaminyl)-L-cysteine methyl ester 
• 122242-44-8 S-benzyl-N-[S-benzyl-N-(N²-benzyloxycarbonyl-L-glutaminyl)-L-cysteinyl]-L-cysteine ethyl ester 
• 2731-88-6 Z-Gln-Gly-OEt 
• 122315-76-8 S-benzyl-N-(N²-benzyloxycarbonyl-L-glutaminyl)-L-cysteine ethyl ester 
• 49761-50-4 N-(N²-benzyloxycarbonyl-L-glutaminyl)-L-alanine benzyl ester 
• 121426-62-8 N-[N²-(N²-benzyloxycarbonyl-L-glutaminyl)-glutaminyl]-L-alanine 
• 2899-14-1 Z-Gln-N₂H₂-Boc 
• 57294-48-1 Z-Glu(-NH₂)-Gly-OBzl 
• 14349-35-0 Benzyloxycarbonyl-L-glutaminyl-glycin-(4-nitro-benzylester) 
• 42222-23-1 N-(N²-benzyloxycarbonyl-L-glutaminyl)-L-tyrosine methyl ester 

Relevant articles and documents

Preparation method of (S)-1 - (benzyloxycarbonyl) -5 -oxo-pyrrolidine -2 - formic acid

The invention discloses a preparation method of (S)-1 - (benzyloxycarbonyl) -5 -oxo-pyrrolidine -2 - formic acid, which mainly solves the complexity in the original process, and is long in period and high in cost. The method specifically comprises first steps of preparing L - benzyloxycarbonyl N - glutamic acid from - L - glutamic acid and a benzyloxycarbonyl donor, second steps of intramolecular condensation cyclization N - benzyloxycarbonyl - L - glutamic acid to obtain the N -benzyloxycarbonyl - L - glutamic acid crude product. The third The crude N - benzyloxycarbonyl - L - glutamic acid crude product and the organic amine base are mixed, and the organic amine salt form is prepared by the solubility of the product in a solvent, fourth (N -) - L - (benzyloxycarbonyl) S oxopyrrolidine -1 - formic acid is prepared by desalinating -5 - benzyloxycarbonyl -2 - glutamic acid. To the method, the high-purity product is prepared, and the yield and the quality are greatly improved.

Preparation method of deuterated intermediate

The present invention provides a preparation method of a deuterated intermediate. The deuterated intermediate has a structure shown by a formula I; the preparation method comprises the following steps: amino groups in a raw material A and an aldehyde grou

(S)-2-methyl-1,4,5,6-tetrahydromethylpyrimidine-4-carboxylic acid synthesis method

The present invention relates to a (S)-2-methyl-1,4,5,6-tetrahydromethylpyrimidine-4-carboxylic acid synthesis method. According to the method, L-glutamine is used as a raw material, the alpha-amino of the L-glutamine is protected with a protection group, a decarbonylating agent is added, a Hofmann degradation reaction is performed to remove the carbonyl group attached to the remaining amino, the protection group is removed to obtain L-2,4-diaminobutyric acid, and finally the prepared L-2,4-diaminobutyric acid and trimethyl orthoacetate are subjected to a ring forming reaction to obtain the (S)-2-methyl-1,4,5,6-tetrahydromethylpyrimidine-4-carboxylic acid. Compared to the method in the prior art, the method of the present invention has the following characteristics that the chemical synthesis route is provided, the steps of the synthesis process are simple, the raw materials are easy to obtain, the product purity is high, and the method is suitable for large-scale industrial production.