N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER
- CAS No.
- 81477-91-0
- Chemical Name:
- N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER
- Synonyms
- ycine BenzyL;DPM-Gly-OBzl;Benzyl N-(diphenylmethylene)glycinate;Diphenylmethylene-Glycine benzyl ester;N-(DIPHENYLMETHYLENE)GLYCINE BENZYL ESTER;Benzyl 2-((diphenylmethylene)amino)acetate;N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL;Benzyl 2-[(diphenylmethylidene)amino]acetate;N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER;Glycine,N-(diphenylmethylene)-, phenylmethyl ester
- CBNumber:
- CB7311864
- Molecular Formula:
- C22H19NO2
- Molecular Weight:
- 329.39
- MDL Number:
- MFCD08062206
- MOL File:
- 81477-91-0.mol
| Product description | Number | Pack Size | Price |
| N-(diphenylmethylene) Glycine benzyl ester ≥98% | 10007089 | 500mg | $25 |
| N-(diphenylmethylene) Glycine benzyl ester ≥98% | 10007089 | 1g | $40 |
| N-(diphenylmethylene) Glycine benzyl ester ≥98% | 10007089 | 5g | $113 |
| N-(diphenylmethylene) Glycine benzyl ester ≥98% | 10007089 | 10g | $175 |
| N-(Diphenylmethylene)glycineBenzylEster | D492185 | 25g | $240 |
| More product size | |||
| Melting point | 86-88 °C |
|---|---|
| Boiling point | 446.8±37.0 °C(Predicted) |
| Density | 1.06±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 2.24±0.50(Predicted) |
| color | White to Off-White |
| InChI | InChI=1S/C22H19NO2/c24-21(25-17-18-10-4-1-5-11-18)16-23-22(19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15H,16-17H2 |
| InChIKey | KFNIDRLZPBRDNJ-UHFFFAOYSA-N |
| SMILES | C(OCC1=CC=CC=C1)(=O)C/N=C(/C1=CC=CC=C1)\C1=CC=CC=C1 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335-H412 | |||||||||
| Precautionary statements | P261-P273-P305+P351+P338 | |||||||||
| HS Code | 2925199590 | |||||||||
| NFPA 704 |
|
N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER price More Price(23)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 10007089 | N-(diphenylmethylene) Glycine benzyl ester ≥98% | 81477-91-0 | 500mg | $25 | 2024-03-01 | Buy |
| Cayman Chemical | 10007089 | N-(diphenylmethylene) Glycine benzyl ester ≥98% | 81477-91-0 | 1g | $40 | 2024-03-01 | Buy |
| Cayman Chemical | 10007089 | N-(diphenylmethylene) Glycine benzyl ester ≥98% | 81477-91-0 | 5g | $113 | 2024-03-01 | Buy |
| Cayman Chemical | 10007089 | N-(diphenylmethylene) Glycine benzyl ester ≥98% | 81477-91-0 | 10g | $175 | 2024-03-01 | Buy |
| TRC | D492185 | N-(Diphenylmethylene)glycineBenzylEster | 81477-91-0 | 25g | $240 | 2021-12-16 | Buy |
N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER Chemical Properties,Uses,Production
Chemical Properties
White crystals or powder
Uses
N-(Diphenylmethylene)glycine benzyl ester is used as a reagent to synthesize (-)-Lepadiformine, a marine cytotoxic alkaloid that exhibits activity towards lunch carcinoma cell lines. N-(Diphenylmethylene)glycine benzyl ester is also used as a reagent to prepare (+)-Cylindricine C, a marine alkaloid that also shows activity against tumour cell lines.
Synthesis
1013-88-3
2462-31-9
81477-91-0
A 3-necked 5L round bottom flask was equipped with a mechanical stirrer, a J-KEM temperature probe and an N2 inlet adapter connected to a bubbler. Glycine benzyl ester hydrochloride (505.2 g, 2.51 mol, 1.0 eq.) and dichloromethane (3.0 L) were added to the flask. Benzophenone imine (471.1 g, 97% purity, 2.6 mol, 1.00 eq.) was subsequently added to the milky reaction mixture and the reaction was observed to be exothermic (temperature rise of 4.5 °C). The reaction mixture was stirred at 20 °C for 3 h. Detection by TLC (unfolding agent: 50% ethyl acetate/heptane) showed only trace residues of starting material. After addition of benzophenone imine (25.0 g, 0.14 mol), stirring was continued at 20 °C for 15 h. TLC confirmed the completion of the reaction. The reaction mixture was filtered through a short diatomaceous earth pad to remove the ammonium chloride generated and the filter cake was washed with dichloromethane (1.5 L). After combining the filtrates, it was concentrated under reduced pressure to give a white solid, which was further dried under vacuum to obtain the crude product N-diphenylmethylene glycine benzyl ester 878.7 g (106% yield). The product was identified by 1H-NMR (DMSO-d6): δ 7.53-7.25 (m, 13H), 7.12 (dd, 2H), 5.10 (s, 2H) and 4.17 (s, 2H). HPLC analysis showed purity >95%.
References
[1] Patent: US2005/239857, 2005, A1. Location in patent: Page/Page column 82
[2] Patent: WO2007/49121, 2007, A1. Location in patent: Page/Page column 15
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 9, p. 2725 - 2731
[4] Patent: US2005/239857, 2005, A1. Location in patent: Page/Page column 33
[5] Organic Process Research and Development, 2008, vol. 12, # 6, p. 1183 - 1187
N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Suzhou Highfine Biotech Co.,Ltd. | +86-0512-68071238 +86-13771819922 | june@highfine.com | China | 458 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718; +8613336195806 | sales@capot.com | China | 29735 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29847 | 58 |
| Klong Industrial Co., Ltd | 0086-519-68231162 | info@klongchem.com | CHINA | 131 | 58 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2930 | 58 |
| Changzhou Ansciep Chemical Co., Ltd. | +86 519 86305871 | sales@ansciepchem.com | CHINA | 4241 | 58 |
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 21193 | 58 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22963 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Antai Fine Chemical Technology Co.,Limited | 18503026267 | info@antaichem.com | CHINA | 9636 | 58 |
View Lastest Price from N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2019-09-04 | N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER
81477-91-0
|
US $1.00 / KG | 1KG | 98%-99.9% | 200kg | Career Henan Chemical Co |
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- N-(DIPHENYLMETHYLENE)-GLYCINE, PHENYLMETHYL ESTER
81477-91-0
- US $1.00 / KG
- 98%-99.9%
- Career Henan Chemical Co
