N-(Diphenylmethylene)glycine ethyl ester

Base Information

• Chemical Name: N-(Diphenylmethylene)glycine ethyl ester
• CAS No.: 69555-14-2
• Molecular Formula: C17H17NO2
• Molecular Weight: 267.327
• Hs Code.: 29224999
• European Community (EC) Number: 614-987-6
• NSC Number: 263808
• DSSTox Substance ID: DTXSID10312883
• Nikkaji Number: J236.350J
• Mol file: 69555-14-2.mol

Synonyms:69555-14-2;N-(Diphenylmethylene)glycine ethyl ester;Ethyl N-(diphenylmethylene)glycinate;Ethyl 2-((diphenylmethylene)amino)acetate;ethyl 2-(diphenylmethyleneamino)acetate;ethyl 2-(benzhydrylideneamino)acetate;Ethyl (diphenylmethylenamino)acetate;MFCD00010590;ethyl N-(diphenylmethylidene)glycinate;(N,N-diphenylmethylgene)glycine ethyl ester;ethyl 2-[(diphenylmethylidene)amino]acetate;Glycine, N-(diphenylmethylene)-, ethyl ester;EC 614-987-6;diphenylmethylene glycine ethyl ester;N-(diphenylmethylene) glycine ethyl ester;TimTec1_000215;Oprea1_254719;SCHEMBL17723;N-Benzhydrylideneglycine ethyl;ethyl n-benzhydrylideneglycinate;DTXSID10312883;Ethyl N-diphenylmethyleneglycinate;Ethyl N-(diphenylmethylene)glycate;Ethyl N-(diphenylmethylene)glycine;HMS1534J17;Ethyl N-(diphenylmethylene)glyciate;BCP27564;ethyl N-(diphenylmethyiene)glycinate;Ethyl-N-(diphenylmethylene)glycinate;AC-378;ethyl n-(diphenylmethylene) glycinate;NSC263808;ethyl-N-(diphenylmethylene)-glycinate;AKOS005146356;AB01041;CS-W020010;Ethyl N- (diphenylmethylene) glycinate;GS-3057;N-diphenylmethylene glycine ethyl ester;N-diphenylmethylene-glycine ethyl ester;NSC 263808;NSC-263808;ethyl(diphenylmethylidene-amino)-acetate;ethyl (diphenylmethylidene-amino)-acetate;Ethyl2-((diphenylmethylene)amino)acetate;NCGC00175354-01;Ethyl [(diphenylmethylene)amino]acetate #;N-(diphenylmethylene)-glycine ethyl ester;N-(diphenylmethylene)glycinate ethyl ester;N-(diphenylmethylidene)glycine ethyl ester;AM20041025;D3833;FT-0641246;(benzhydrylidene-amino)acetic acid ethyl ester;(benzhydrylidene-amino)-acetic acid ethyl ester;EN300-124283;N-(Diphenylmethylene)glycine ethyl ester, 98%;Q-100779;BRD-K04089196-001-01-6

Chemical Property of N-(Diphenylmethylene)glycine ethyl ester

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 2.65E-05mmHg at 25°C
• Melting Point: 51-53 °C(lit.)
• Refractive Index: 1.542
• Boiling Point: 357.9 °C at 760 mmHg
• PKA: 2.22±0.50(Predicted)
• Flash Point: 138 °C
• PSA: 38.66000
• Density: 1.04 g/cm³
• LogP: 3.08710
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 267.125928785
• Heavy Atom Count: 20
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

N-(Diphenylmethylene)glycine Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CN=C(C1=CC=CC=C1)C2=CC=CC=C2
• Uses: N-(Diphenylmethylene)glycine Ethyl Ester is used as a reagent in the synthesis of pyrazolopyrrolyl tetrahydropyran DPP-4 inhibitors.

Technology Process of N-(Diphenylmethylene)glycine ethyl ester

There total 14 articles about N-(Diphenylmethylene)glycine ethyl ester 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%

Benzophenone imine (1013-88-3) + glycine ethyl ester hydrochloride (623-33-6) → ethyl N-diphenylmethylene glycine (69555-14-2)

Guidance literature:

In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1002/ejoc.201500661

Reference yield: 98.1%

benzophenone (119-61-9) + GlyOEt*HCl (459-73-4) → ethyl N-diphenylmethylene glycine (69555-14-2)

Guidance literature:

With pyrrolidine; In N,N-dimethyl-formamide; at 50 ℃; Temperature; Reagent/catalyst; Molecular sieve;

Reference yield: 93.0%

benzophenone (119-61-9) + urethane (51-79-6) → ethyl N-diphenylmethylene glycine (69555-14-2)

Guidance literature:

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In toluene; Reflux; Inert atmosphere;

upstream raw materials:

diazoacetic acid ethyl ester

Benzophenone imine

glycine ethyl ester hydrochloride

ethyl 2-acetoxy-2-diphenylmethyleneaminoacetate

Downstream raw materials:

ethyl N-(diphenylmethylene)-4-(bromomethyl)-D,L-phenylalaninate

2-(Benzhydrylidene-amino)-butyric acid ethyl ester

5-[1-Chloro-meth-(E)-ylidene]-2,2-diphenyl-2,5-dihydro-oxazole-4-carboxylic acid ethyl ester

(2RS,3SR) ethyl 2-diphenylmethyleneimino-4-nitro-3-phenylbutanoate

Refernces

• 1、 Ibata, Toshikazu,Singh, Girija Shankar. "Formation and Reaction of Azomethine Ylide by the Reaction of Cu(acac)2ketocarbenoids with 1,1-Diphenylmethanimine". . p. 81 - 84. Retrieved 1994.
• 2、 -. "Synthetic route of lacosamide". Paragraph 0018. . Retrieved 2021/03/31.
• 3、 Horoiwa, Shinri,Yokoi, Taiyo,Masumoto, Satoru,Minami, Saki,Ishizuka, Chiharu,Kishikawa, Hidetoshi,Ozaki, Shunsuke,Kitsuda, Shigeki,Nakagawa, Yoshiaki,Miyagawa, Hisashi. "Structure-based virtual screening for insect ecdysone receptor ligands using MM/PBSA". supporting information. p. 1065 - 1075. Retrieved 2019/02/16.