13574-13-5

Basic information

• Product Name: Boc-L-Glutamic acid 5-benzylester
• Synonyms: n-[(1,1-dimethylethoxy)carbonyl]-l-glutamicaci5-(phenylmethyl)ester;T-BUTYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-BENZYL ESTER;TBOC-L-GLUTAMIC ACID (OBZL);N-BOC-L-GLUTAMIC ACID 5-BENZYL ESTER;N-ALPHA-TERT-BUTYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-BENZYL ESTER;N-ALPHA-TERT-BOC-L-GLUTAMIC-GAMMA-BENZYL ESTER;N-ALPHA-T-BOC-L-GLUTAMIC ACID GAMMA-BENZYL ESTER;N-ALPHA-T-BUTOXYCARBONYL-L-GLUTAMIC ACID GAMMA-BENZYL ESTER
• CAS NO: 13574-13-5
• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.36762
• EINECS: 237-007-5
• Product Categories: Amino Acids;Glutamic acid [Glu, E];Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
• Mol File: 13574-13-5.mol
• Article Data: 25

Chemical Properties

• Melting Point: 69-71 °C
• Boiling Point: 473.68°C (rough estimate)
• Flash Point: 269.9 °C
• Appearance: white to off-white powder
• Density: 1.1452 (rough estimate)
• Vapor Pressure: 9.49E-12mmHg at 25°C
• Refractive Index: -16.5 ° (C=2, DMF)
• Storage Temp.: 2-8°C
• Solubility: Soluble in N,N- Dimethyl formamide.
• PKA: 3.81±0.10(Predicted)
• BRN: 2226572
• CAS DataBase Reference: Boc-L-Glutamic acid 5-benzylester(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-L-Glutamic acid 5-benzylester(13574-13-5)
• EPA Substance Registry System: Boc-L-Glutamic acid 5-benzylester(13574-13-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 13574-13-5(Hazardous Substances Data)

Usage

Description

Boc-L-Glutamic acid 5-benzylester, also known as N-Boc-L-glutamic acid 5-benzyl ester, is a chemical compound that serves as a pharmaceutical intermediate. It is characterized by its white to off-white powder appearance and is utilized in the synthesis of various pharmaceuticals due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
Boc-L-Glutamic acid 5-benzylester is used as a pharmaceutical intermediate for the synthesis of various drugs. Its application is primarily due to its unique chemical properties, which allow it to be a key component in the development of new medications.
As a pharmaceutical intermediate, Boc-L-Glutamic acid 5-benzylester plays a crucial role in the production of drugs that target specific medical conditions. Its versatility in chemical reactions and compatibility with other compounds make it an essential component in the pharmaceutical industry's drug development process.

InChI:InChI=1/C17H23NO6/c1-17(2,3)24-16(22)18-13(15(20)21)9-10-14(19)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,20,21)/p-1/t13-/m0/s1

Upstream product

• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 1676-73-9 L-glutamic acid γ-benzyl ester 
• 18595-34-1 tert-butyl fluoroformate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 13574-84-0 dicyclohexylamine salt of γ-benzyl Boc-glutamate 
• 51814-47-2 N-Boc-L-glutamic acid (γ-benzyl) α-phenacyl ester 
• 16965-08-5 1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate 
• 617-65-2 Glutamic acid 
• 104-15-4 toluene-4-sulfonic acid 
• 100-51-6 benzyl alcohol 
• 132090-12-1 Boc-Glu(OBn)-OCH₂CHCH₂ 
• 56-86-0 L-glutamic acid 
• 100-39-0 benzyl bromide 

Downstream Products

• 59279-58-2 N^α-tert-butyloxycarbonyl-γ-benzyloxycarbonyl-L-glutamic acid methyl ester 
• 51499-95-7 C₃₄H₄₄N₂O₁₁ 
• 128135-31-9 4-tert-butoxycarbonylamino-6-diazo-5-oxo-hexanoic acid benzyl ester 
• 32886-40-1 (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2,5-dioxo-pyrrolidin-1-yl) ester 
• 7536-59-6 Boc-Glu(OBzl)-ONp 
• 98926-82-0 (S)-4-tert-Butoxycarbonylamino-4-dodecylcarbamoyl-butyric acid benzyl ester 
• 80682-04-8 [N-α-Boc-O-γ-(benzyl)glutamyl]asparagyl-NH2 
• 79722-13-7 N-Boc-γ-Bzl-L-Glu-NHOBzl 
• 89092-61-5 N-tertbutyloxycarbonyl dipeptide of benzyl glutamate 
• 126301-46-0 Boc-Glu(OBzl)-Ala-OPac 
• 91156-81-9 Boc-Glu(OBzl)-Val-OBzl 
• 116063-97-9 Boc-Glu(Bzl)-Ser(Bzl)-Gly-OH 
• 79124-43-9 Boc-γ-benzyl-Glu-Gln-Phol 
• 90293-27-9 (S)-2-((S)-4-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyrylamino)-4-methyl-pentanoic acid benzyl ester 

Relevant articles and documents

RETRACTED ARTICLE: Asymmetric Synthesis of Apratoxin e

An efficient method for asymmetric synthesis of apratoxin E 2 is described in this report. The chiral lactone 8, recycled from the degradation of saponin glycosides, was utilized to prepare the non-peptide fragment 6. In addition to this "from nature to nature" strategy, olefin cross-metathesis (CM) was applied as an alternative approach for the formation of the double bond. Moreover, pentafluorophenyl diphenylphosphinate was found to be an efficient condensation reagent for the macrocyclization.

SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having potency in the modulation of NMDA receptor activity. Such compounds can be used in the treatment of conditions such as depression and related disorders as well as other disorders.

Controlled ring-opening polymerization of α-amino acid N-carboxy-anhydride by frustrated amine/borane Lewis pairs

In this communication, we presented a novel strategy to control the ROP of α-amino acid N-carboxy-anhydrides using the concept of frustrated Lewis pairs (FLPs). An FLP intermediate containing an interaction between the bulky borane Lewis acid and the amine groups of the propagation chain end is essential to accomplish the polypeptide synthesis with well-defined structures under mild conditions.