5513-38-2

Basic information

• Product Name: benzyl N-benzyloxycarbonylglycinate
• Synonyms: benzyl N-benzyloxycarbonylglycinate;N-[(Phenylmethoxy)carbonyl]glycine benzyl ester;N-Cbz-Gly-OBzl;Einecs 226-856-7
• CAS NO: 5513-38-2
• Molecular Formula: C₁₇H₁₇NO₄
• Molecular Weight: 299.32118
• EINECS: 226-856-7
• Mol File: 5513-38-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 71 °C
• Boiling Point: 467.4°Cat760mmHg
• Flash Point: 236.5°C
• Appearance: /
• Density: 1.205g/cm³
• Vapor Pressure: 6.54E-09mmHg at 25°C
• Refractive Index: 1.569
• PKA: 10.82±0.46(Predicted)
• CAS DataBase Reference: benzyl N-benzyloxycarbonylglycinate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl N-benzyloxycarbonylglycinate(5513-38-2)
• EPA Substance Registry System: benzyl N-benzyloxycarbonylglycinate(5513-38-2)

Safety Data

• Hazardous Substances Data: 5513-38-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 9, p. 6323, 1968 DOI: 10.1016/S0040-4039(00)75465-7

InChI:InChI=1/C17H17NO4/c19-16(21-12-14-7-3-1-4-8-14)11-18-17(20)22-13-15-9-5-2-6-10-15/h1-10H,11-13H2,(H,18,20)

Upstream product

• 4816-77-7 1-benzyloxycarbonyloxy-piperidine 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 54244-69-8 tert-butoxycarbonylamino-acetic acid benzyl ester 
• 100-51-6 benzyl alcohol 
• 2127-03-9 2,2'-dipyridyldisulphide 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 603-35-0 triphenylphosphine 
• 70288-73-2 methoxycarbonylamino acetic acid methyl ester 
• 2899-60-7 Cbz-Gly-ONSuc 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 110594-72-4 2-Benzyloxycarbonylamino-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-butyric acid 
• 1212-53-9 methyl N-benzyloxycarbonylglycinate 

Downstream Products

• 1738-68-7 Gly-OBz 
• 117823-07-1 4-(1-Benzyl-2-oxo-azetidin-3-yl)-2-benzyloxycarbonylamino-butyric acid benzyl ester 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 57294-41-4 Z-Gly-Pro-OBzl 
• 7535-72-0 (N-carboxybenzylglycinyl)leucinamide 
• 3496-41-1 cyclohexyl carbamoylmethyl carbamic acid benzyl ester 
• 6833-09-6 benzyl (2-oxo-2-(phenylamino)ethyl)carbamate 
• 2642-32-2 benzyl (2-(benzylamino)-2-oxoethyl)carbamate 
• 71874-21-0 pyridin-2-yl-methyl carbamoyl methylcarbamic acid benzyl ester 
• 5513-69-9 benzyloxycarbonyl-glycyl-L-phenylalanine amide 
• 19811-58-6 benzoylamino-acetic acid benzyl ester 
• 495-69-2 Hippuric Acid 
• 117823-09-3 benzyl α-carbobenzyloxyamino-2-oxo-3-azetidinebutanoate 
• 3886-37-1 2-oxo-2-(piperidin-1-yl)ethyl-carbamic acid benzyl ester 

Relevant articles and documents

Preparation of a novel silica gel-adsorbed Br?nsted acid catalyst for the solvent-free esterification of bromoacetic acid with benzyl alcohol

A new bifunctional Br?nsted acid catalyst that contains two sulfo groups was prepared. The adsorption of this new bifunctional Br?nsted acid catalyst on silica gel made it possible to be reused 10 times without a loss of catalytic activity in the solvent-free esterification of bromoacetic acid with an equiv. of benzyl alcohol without the formation of dibenzyl ether.

Transesterification of α-amino esters catalyzed by a tetranuclear zinc cluster: Zn4(OCOCF3)6O

Transesterification of amino acid ester derivatives was developed using a tetranuclear zinc cluster, Zn4(OCOCF3)6O, as the catalyst. Because the reaction conditions were very mild, a variety of N-protective groups and functional groups on side chains were tolerated. Georg Thieme Verlag Stuttgart. New York.

Transesterification of various methyl esters under mild conditions catalyzed by tetranuclear zinc cluster

(Chemical Equation Presented) A new catalytic transesterification promoted by a tetranuclear zinc cluster was developed. The mild reaction conditions enabled the reactions of various functionalized substrates to proceed in good to high yield. A large-scale reaction under solvent-free conditions proceeded with a low E-factor value (0.66), indicating the high environmental and economical advantage of the present catalysis.