75290-62-9

Basic information

• Product Name: N-(N-TRIFLUOROACETYL-L-CYSTEINYL)-GLYCINE METHYL ESTER
• Synonyms: N-(N-TRIFLUOROACETYL-L-CYSTEINYL)-GLYCINE METHYL ESTER
• CAS NO: 75290-62-9
• Molecular Formula: C₈H₁₁F₃N₂O₄S
• Molecular Weight: 288.24
• Mol File: 75290-62-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 423.7°C at 760 mmHg
• Flash Point: 210°C
• Appearance: /
• Density: 1.394g/cm³
• Vapor Pressure: 2.2E-07mmHg at 25°C
• Refractive Index: 1.458
• PKA: 8.86±0.10(Predicted)
• CAS DataBase Reference: N-(N-TRIFLUOROACETYL-L-CYSTEINYL)-GLYCINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-(N-TRIFLUOROACETYL-L-CYSTEINYL)-GLYCINE METHYL ESTER(75290-62-9)
• EPA Substance Registry System: N-(N-TRIFLUOROACETYL-L-CYSTEINYL)-GLYCINE METHYL ESTER(75290-62-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 75290-62-9(Hazardous Substances Data)

Usage

General Description

N-(N-TRIFLUOROACETYL-L-CYSTEINYL)-GLYCINE METHYL ESTER, also known as NAC-Gly-Me, is a chemical compound that is a derivative of the amino acid cysteine. It is a methyl ester form of the tripeptide N-acetyl-L-cysteine (NAC), which is known for its antioxidant and mucolytic properties. NAC-Gly-Me is used as a prodrug of NAC to enhance its bioavailability and improve its therapeutic effects. It has been studied for its potential use in treating a variety of conditions, including respiratory diseases, liver disorders, and neurodegenerative diseases. Additionally, NAC-Gly-Me may have applications in the field of organic chemistry as a reagent for the synthesis of other compounds.

InChI:InChI=1/C8H11F3N2O4S/c1-17-5(14)2-12-6(15)4(3-18)13-7(16)8(9,10)11/h4,18H,2-3H2,1H3,(H,12,15)(H,13,16)/t4-/m0/s1

Upstream product

• 89422-41-3 bis-N-trifluoroacetylcysteinyl-bis-glycine dimethyl ester 
• 402-91-5 N-Trifluoracetyl-L-cystine 
• 53267-37-1 N,N'-Bis-trifluoracetyl-L-cystylchlorid 

Downstream Products

• 33467-76-4 (E)-hept-2-en-1-ol 
• 73836-78-9 Leukotriene D 
• 118682-94-3 N--L-cysteinyl>glycine 
• 73836-78-9 leukotriene D4 
• 75290-64-1 (5Z,8Z,10E,12E)-(14S,15R)-14-[(S)-2-Amino-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-15-hydroxy-icosa-5,8,10,12-tetraenoic acid 
• 73836-78-9 (7E,9E,11Z,14Z)-6-[2-Amino-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-5-hydroxy-icosa-7,9,11,14-tetraenoic acid 
• 118683-85-5 N--N-(trifluoroacetyl)-L-cysteinyl>glycine methyl ester 

Relevant articles and documents

Total synthesis of leukotrienes from butadiene

The total synthesis of leukotrienes has been achieved starting from butadiene by a palladium-catalyzed telomerization at room temperature. A Sharpless catalytic asymmetric epoxidation generated the asymmetric centers with >94% ee. Simple transformations of the key intermediate 15 produced the leukotrienes LTA4 methyl ester (4), LTC4 (1), LTD4 (2) and LTE4 (3), as well as (14S, 15S)-LTA4 methyl ester (24) and the novel [2H2]-LTA4 methyl ester (28). The use of the opposite chiral director in the Sharpless catalytic asymmetric epoxidation gave the key intermediate 15a that has been used in the synthesis of the double epimers of the leukotrienes as well as LTB4.

Total synthesis of slow reacting substances (SRS). "Leukotriene C-2" (11-trans-leukotriene C) (3) and leukotriene D (4)

Syntheses are described for the "slow reacting substances" 11-trans-leukotriene C (3) (previously known as leukotriene C-2) and leukotriene D (4), the cys-gly analog of leukotriene C (2). The synthesized leukotrienes 3 and 4 were instrumental in the assignment of structure to these members of the family of naturally occuring slow reacting substances which includes also 2.