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69555-14-2

69555-14-2 Structure

69555-14-2 Structure
IdentificationMore
[Name]

Ethyl N-(diphenylmethylene)glycinate
[CAS]

69555-14-2
[Synonyms]

AURORA KA-6707
DIPHENYLMETHYLENE-GLYCINE ETHYL ESTER
ETHYL (DIPHENYLMETHYLENAMINO)ACETATE
ETHYL N-(DIPHENYLMETHYLENE)GLYCINATE
ETHYL (N-DIPHENYMETHYLENE)GLYCINATE
N-(DIPHENYLMETHYLENE)GLYCINE ETHYL ESTER
(N,N-DIPHENYLMETHYLENE)GLYCINE ETHYL ESTER
Ethyl N-benzhydrylideneglycinate
N-(DIPHENYLMETHYLENE)GLYCINE ETHYL ESTER ,98%
N-(DIPHENYLMETHYLENE)GLYCINE ETHYL ESTE&
Ethyl N-(diphenylmethylene)glyciate
N-(DIPHENYLMETHYLENE)GLYCINE ETHER ESTER
ETHYL2-(DIPHENYLMETHYLENEAMINO)ACETATE
Ethyl (diphenylmethyleneamino)acetate
[(Diphenylmethylene)amino]acetic acid ethyl ester
Benzhydrylideneaminoacetic acid ethyl ester
N-(α-Phenylbenzylidene)glycine ethyl ester
N-Benzhydrylideneglycine ethyl
[EINECS(EC#)]

614-987-6
[Molecular Formula]

C17H17NO2
[MDL Number]

MFCD00010590
[Molecular Weight]

267.32
[MOL File]

69555-14-2.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystalline powder or
[Melting point ]

51-53 °C(lit.)
[Boiling point ]

195°C/2mmHg(lit.)
[density ]

1.0690 (rough estimate)
[refractive index ]

1.5400 (estimate)
[Fp ]

>110°C
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Crystalline Powder or Crystals
[pka]

2.22±0.50(Predicted)
[color ]

White to light yellow
[Sensitive ]

Moisture Sensitive
[λmax]

247nm(Hexane)(lit.)
[Detection Methods]

HPLC
[BRN ]

1979922
[Stability:]

Moisture Sensitive
[Major Application]

diagnostic assay manufacturing
hematology
histology
[InChI]

1S/C17H17NO2/c1-2-20-16(19)13-18-17(14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12H,2,13H2,1H3
[InChIKey]

QUGJYNGNUBHTNS-UHFFFAOYSA-N
[SMILES]

CCOC(=O)C\N=C(/c1ccccc1)c2ccccc2
[LogP]

1.35-3.18 at 25℃ and pH0-14
[Dissociation constant]

2.3 at 25℃
[CAS DataBase Reference]

69555-14-2(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H350
[Precautionary statements ]

P201-P202-P280-P308+P313-P405-P501
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[F ]

10-21
[REACH Registrations]

Inactive
[HS Code ]

29224999
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Carc. 1B
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->Dichloromethane-->Magnesium-->Bromobenzene-->Benzonitrile-->Glycine ethyl ester hydrochloride-->Benzophenone-->Benzophenone imine-->Urethane-->ethyl glycinate
[Preparation Products]

DL-Norleucine-->Ethyl benzoylglycinate-->Leucine, N-(diphenylMethylene)-4-fluoro-, ethyl ester-->2-[(Diphenylmethylene)amino]-4-methyl-4-pentenoic acid ethyl ester-->4-Piperidinepropanoic acid, α-amino-1-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystalline powder or
[Uses]

N-(Diphenylmethylene)glycine Ethyl Ester is used as a reagent in the synthesis of pyrazolopyrrolyl tetrahydropyran DPP-4 inhibitors.
[Application]

Ethyl N-(diphenylmethylene)glycinate features a diphenylmethylene group that enhances its reactivity and stability, making it particularly useful in organic synthesis and pharmaceutical development.
[Reactions]

Ethyl N-(diphenylmethylene)glycinate undergoes monoalkylations, dialkylations and Michael additions to ethylenic and acetylenic acceptors under appropriate solid-liquid phase transfer catalysis conditions. Further transformations of the α-disubstituted ketimines lead to α-alkylated aspartic and glutamic acid derivatives.
[Synthesis]

Ethyl N-(diphenylmethylene)glycinate is prepared by transimination of Benzophenone Imine with alkyl glycinate hydrochloride (room temperature/CH2Cl2).
[References]

[1] Patent: EP1422220, 2004, A1. Location in patent: Page 5
[2] Patent: CN104557684, 2017, B. Location in patent: Paragraph 0021-0026; 0027; 0028; 0029; 0030-0033
[3] Tetrahedron Letters, 2005, vol. 46, # 16, p. 2795 - 2797
[4] Patent: US2010/173777, 2010, A1. Location in patent: Page/Page column 23
[5] Patent: WO2016/27285, 2016, A2. Location in patent: Page/Page column 50; 51
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl N-(diphenylmethylene)glycinate(69555-14-2)MS
Ethyl N-(diphenylmethylene)glycinate(69555-14-2)1HNMR
Ethyl N-(diphenylmethylene)glycinate(69555-14-2)IR1
Ethyl N-(diphenylmethylene)glycinate(69555-14-2)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Ethyl N-(diphenylmethylene)glycinate, 98%(69555-14-2)
[Alfa Aesar]

N-(Diphenylmethylene)glycine ethyl ester, 98%(69555-14-2)
[Sigma Aldrich]

69555-14-2(sigmaaldrich)
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