19653-58-8

Basic information

• Product Name: Glycine, N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, 1,1-dimethylethyl ester
• CAS NO: 19653-58-8
• Molecular Formula: C19H28N2O5
• Molecular Weight: 364.442
• Mol File: 19653-58-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Glycine, N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, 1,1-dimethylethyl ester(19653-58-8)
• EPA Substance Registry System: Glycine, N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, 1,1-dimethylethyl ester(19653-58-8)

Safety Data

• Hazardous Substances Data: 19653-58-8(Hazardous Substances Data)

Upstream product

• 3496-11-5 2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate 
• 6456-74-2 Glycine tert-butyl ester 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 27532-96-3 glycine tert-butyl ester hydrochloride 
• 16881-32-6 tert-butyl N-(benzyloxycarbonyl)glycinate 
• 22221-75-6 N-(N-benzyloxycarbonyl-L-valyl)-glycine 
• 115-11-7 isobutene 

Downstream Products

• 84552-58-9 Boc-Ser-His(Mtr)-Trp(Mtr)-Ala-Val-Gly-OH 
• 84561-95-5 Boc-His(Mtr)-Trp(Mtr)-Ala-Val-Gly-OBu^t 
• 84552-54-5 Z-Trp(Mtr)-Ala-Val-Gly-OBu^t 
• 84552-55-6 H-Trp(Mtr)-Ala-Val-Gly-OBu^t 
• 79113-77-2 Z-Ala-Val-Gly-OBu^t 
• 1025935-89-0 C₅₃H₇₃N₇O₁₃ 
• 147424-45-1 Z-Asp(OtBu)-Val-Val-Gly-OtBu 
• 56610-26-5 Z-Val-Val-Gly-OtBu 
• 132103-70-9 H-Tyr-D-Ala-Phe-Asp-Val-Val-Gly-OH 

Relevant articles and documents

Single Electron Transfer-Induced Selective α-Oxygenation of Glycine Derivatives

Modification of amino acids is an important strategy in organic and bioorganic chemistry. In contrast to common side-chain functionalization, backbone modification is much less explored. Especially glycine units seem to be attractive and versatile since a wide range of functionality can be potentially introduced. We report here oxidative modification of glycinates that are stable and enable further functionalization. Selective glycinate enolate oxidation by TEMPO or a FeCp2PF6/TEMPO reagent combination provides stable alkoxyamines in good to excellent yields. The methodology is expanded to glycine-containing dipeptides demonstrating selective oxygenation at the glycine unit. The orthogonal reactivity potential of oxygenated glycines for transformation to other amino acid derivatives is explored.

2-Oxoamide inhibitors of phospholipase A2 activity and cellular arachidonate release based on dipeptides and pseudodipeptides

A series of 2-oxoamides based on dipeptides and pseudodipeptides were synthesized and their activities towards two human intracellular phospholipases A2 (GIVA cPLA2 and GVIA iPLA2) and one human secretory phospholipase As

4-Methoxy-2,3,6-trimethylbenzenesulfonyl (Mtr): a New Amino and Imidazole Protecting Group in Peptide Synthesis

The 4-methoxy-2,3,6-trimethylbenzenesulfonyl (Mtr) group was introduced as a protecting group for the amino function, especially the ε-amino function of lysine, and the imidazole ring of histidine.The Nε-Mtr group was removable by dilute methanesulfonic acid-containing trifluoroacetic acid-thioanisole, but was stable to trifluoroacetic acid or catalytic hydrogenation.The Nim-Mtr group was removable by trifluoroacetic acid-dimethylsulfide or 1-hydroxybenzotriazole, but was more stable than the Nim-Tos or the Nim-Mbs group with triethylamine.To examine the usefulness of the Mtr group as a protecting group for use in peptide synthesis, mastoparan X and chicken gastrin releasing peptide (c-GRP) were synthesized, and this group was found to be very convenient for general solution synthesis.In particular, the introduction of Lys(Mtr) made possible a new strategy in peptide synthesis.Keywords-4-methoxy-2,3,6-trimethylbenzenesulfonyl (Mtr); Nε-4-methoxy-2,3,6-trimethylbenzenesulfonyllysine; Nim-4-methoxy-2,3,6-trimethylbenzenesulfonylhistidine; methanesulfonic acid-trifluoroacetic acid-thioanisole deprotection; trifluoroacetic acid-dimethylsulfide deprotection; mastoparan X; chicken gastrin releasing peptide