benzyl allyl(2-oxoethyl)carbaMate

Base Information

• Chemical Name: benzyl allyl(2-oxoethyl)carbaMate
• CAS No.: 370880-75-4
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Hs Code.: 2924299090
• Mol file: 370880-75-4.mol

Synonyms:benzyl N-allyl-N-(2-oxoethyl)carbamate;A-2027;2-(N-Cbz-N-allylamino)-acetaldehyde;Allyl-(2-oxo-ethyl)-carbamic Acid Benzyl Ester;benzyl allyl-(2-oxo-ethyl)carbamate;N-allyl-N-Z-aminoacetaldehyde;Carbamic acid,N-(2-oxoethyl)-N-2-propen-1-yl-,phenylmethyl ester;

Chemical Property of benzyl allyl(2-oxoethyl)carbaMate

Chemical Property:

• PSA: 46.61000
• LogP: 2.01010

Purity/Quality:

99.3% ^*data from raw suppliers

Benzylallyl(2-oxoethyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl allyl(2-oxoethyl)carbaMate

There total 4 articles about benzyl allyl(2-oxoethyl)carbaMate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

benzyl N-(2,2-dimethoxyethyl)-N-(prop-2-en-1-yl)carbamate (569682-60-6) → benzyl N-(2-oxoethyl)-N-(prop-2-en-1-yl)carbamate (370880-75-4)

Guidance literature:

With formic acid;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl N-(2-oxoethyl)-N-(prop-2-en-1-yl)carbamate (370880-75-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / toluene; water / 4 h / 0 - 20 °C / Inert atmosphere

2: potassium hydroxide / N-benzyl-N,N,N-triethylammonium chloride / toluene / 48 h / 50 °C / Inert atmosphere

3: formic acid / 20 °C / Inert atmosphere

With formic acid; potassium hydroxide; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In water; toluene;

Reference yield:

benzyl N-(2,2-dimethoxyethyl)carbamate (114790-39-5) → benzyl N-(2-oxoethyl)-N-(prop-2-en-1-yl)carbamate (370880-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / N-benzyl-N,N,N-triethylammonium chloride / toluene / 48 h / 50 °C / Inert atmosphere

2: formic acid / 20 °C / Inert atmosphere

With formic acid; potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In toluene;

upstream raw materials:

benzyl N-(2,2-dimethoxyethyl)-N-(prop-2-en-1-yl)carbamate

formic acid

benzyl chloroformate

benzyl N-(2,2-dimethoxyethyl)carbamate

Downstream raw materials:

benzyl N-[2-(hydroxyimino)ethyl]-N-(prop-2-en-1-yl)carbamate

3-amino-4-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester

3-tert-butoxycarbonylamino-4-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester

3-tert-butoxycarbonylamino-4-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid benzyl ester

Refernces

• 1、 -. "A TETRAHYDROPYRROLO[3,4-D][1,3]THIAZINE-DERIVATIVE AS BACE INHIBITOR". Page/Page column 16-17. . Retrieved 2016/04/09.
• 2、 -. "TETRAHYDROPYRROLOTHIAZINE COMPOUNDS". Page/Page column 13-14. . Retrieved 2014/09/29.