Ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate

Base Information

• Chemical Name: Ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate
• CAS No.: 126535-92-0
• Molecular Formula: C13H12 F3 N O4
• Molecular Weight: 303.238
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID00374490
• Nikkaji Number: J1.252.719E
• Mol file: 126535-92-0.mol

Synonyms:126535-92-0;ethyl 3,3,3-trifluoro-2-phenylmethoxycarbonyliminopropanoate;ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate;SCHEMBL5318451;DTXSID00374490;ETHYL 2-BENZYLOXYCARBONYLIMINO-3,3,3-TRIFLUOROPROPIONATE;FT-0717553;ethyl 2-(benzyloxycarbonylimino)-3,3,3-trifluoropropanoate;(E)-ethyl 2-(benzyloxycarbonylimino)-3,3,3-trifluoropropanoate;ETHYL2-[BENZYLOXYCARBONYLIMINO]-3,3,3-TRIFLUORO-PROPIONATE;2-(Benzyloxycarbonylimino)-3,3,3-trifluoropropanoic acid ethyl ester;ethyl (2E)-2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate

Chemical Property of Ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate

Chemical Property:

• PSA: 64.96000
• LogP: 2.88960
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 303.07184235
• Heavy Atom Count: 21
• Complexity: 401

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(((benzyloxy)carbonyl)imino)-3,3,3-trifluoropropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NC(=O)OCC1=CC=CC=C1)C(F)(F)F

Technology Process of Ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate

There total 6 articles about Ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate 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: 74.0%

ethyl 2-(((benzyloxy)carbonyl)amino)-3,3,3-trifluoro-2-hydroxypropanoate (126535-86-2) → ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate (126535-92-0)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In diethyl ether; at 0 ℃; for 1h;

Reference yield:

(R)-2-Benzyloxycarbonylamino-3,3,3-trifluoro-2-[(R)-phenyl-((R)-toluene-4-sulfinyl)-methyl]-propionic acid ethyl ester → ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate (126535-92-0) + C27H25ClF3NO4S

Guidance literature:

With 2,4,6-trimethyl-pyridine; oxalyl dichloride; In dichloromethane; at -50 ℃;

DOI:10.1002/1099-0690(200210)2002:19<3336::AID-EJOC3336>3.0.CO;2-T

Reference yield:

O-benzyl carbamate (621-84-1) → ethyl 2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate (126535-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (CF₃CO)2O; pyridine

With pyridine; trifluoroacetic anhydride;

DOI:10.1021/jm0511334

upstream raw materials:

ethyl 2-(((benzyloxy)carbonyl)amino)-3,3,3-trifluoro-2-hydroxypropanoate

O-benzyl carbamate

ethyl-3,3,3-trifluoropyruvate

Downstream raw materials:

ethyl 2-(((benzyloxy)carbonyl)amino)-3,3,3-trifluoro-2-hydroxypropanoate

Refernces

• 1、 Volonterio, Alessandro,Bravo, Pierfrancesco,Panzeri, Walter,Pesenti, Cristina,Zanda, Matteo. "The "Non-Oxidative" Chloro-Pummerer Reaction: Novel stereospecific entry to vicinal chloroamines and aziridines". . p. 3336 - 3340. Retrieved 2007/10/03.