123660-45-7

Basic information

• Product Name: benzyl 1-phenylethylcarbamate
• Synonyms: benzyl 1-phenylethylcarbamate
• CAS NO: 123660-45-7
• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.31168
• Mol File: 123660-45-7.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: benzyl 1-phenylethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 1-phenylethylcarbamate(123660-45-7)
• EPA Substance Registry System: benzyl 1-phenylethylcarbamate(123660-45-7)

Safety Data

• Hazardous Substances Data: 123660-45-7(Hazardous Substances Data)

Upstream product

• 618-36-0 rac-methylbenzylamine 
• 215657-34-4 N-benzyloxycarbonyl-N-(2-fluorophenyl)methanesulfonamide 
• 250296-57-2 N-Benzyloxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide 
• 300561-17-5 N-benzyloxycarbonyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamide 
• 124-38-9 carbon dioxide 
• 100-44-7 benzyl chloride 
• 501-53-1 benzyl chloroformate 
• 621-84-1 O-benzyl carbamate 
• 98-85-1 1-Phenylethanol 
• 100-41-4 ethylbenzene 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 1445-91-6 (S)-1-phenylethanol 
• 889673-98-7 C₁₆H₁₅NO₂ 
• 1035813-57-0 C₁₁H₁₈NP 

Downstream Products

• 909906-72-5 (E)-benzyl 1-phenylethylidenecarbamate 

Relevant articles and documents

Photochemical protection of amines with Cbz and Fmoc groups

The photochemical conversion of amines into carbamates was achieved using N-Cbz-, N-Fmoc-, and N-Boc-5,7-dinitroindolines. This reaction allows the protection of amines in neutral medium. Primary and unhindered secondary amines were protected to yield their benzyloxycarbonyl- and 9-fluorenylmethoxycarbonyl derivatives efficiently, whereas bulky amines or anilines gave low yields or no product. On the other hand, the formation of N-Boc compounds, although possible, proceeded only with low yields.

A practical procedure for the preparation of carbamates from azides

A practical procedure for the direct conversion of azides to carbamates has been found. High yields are obtained when primary and secondary aliphatic azides, as well as α-azido esters, are treated in THF with Me3P and several chloroformates (ClCOOBn, ClCOOMe, ClCOOEt, ClCOOCH2CCl3, ClCOOCH2CH=CH2).

A Simple, efficient, Catalyst-Free and Solvent-Less Microwave-Assisted process for N-Cbz Protection of Several amines

A simple, green and chemo-selective method for the N-benzyloxycarbonylation of amines, β-amino alcohols, α-amino esters and sulfonamides has been developed under microwave irradiation. Good to excellent yields of the N-benzyloxy-carbamates compounds were obtained in short times without any side products.

Rapid assessment of protecting-group stability by using a robustness screen

An experimentally simple method has been developed to rapidly establish the stability of widely utilized silyl, acetal, and carbamate protecting groups to a given set of reaction conditions. Assessment of up to twelve protecting groups in a single experiment has been demonstrated. Evaluation of this protocol in two unrelated synthetic transformations suggests that this method can be used to select appropriate protecting groups in the design of synthetic routes.