N-(Diphenylmethylene)glycerine tert-butyl ester

Product Name: N-(Diphenylmethylene)glycerine tert-butyl ester
CAS No.: 81477-94-3
Chemical Name: N-(Diphenylmethylene)glycerine tert-butyl ester
Synonyms: DPM-Gly-OtBu;AURORA KA-6707;ycine tert-ButyL;BP-GLY-OTBU SCHIFF BASE;(C6H5)2C=NCH2CO2C(CH3)3;N-(Diphenylmethylene)glycine;tert-butyl 2-((diphenylmethyle;ETHYL (N-DIPHENYMETHYLENE)GLYCINATE;ETHYL (DIPHENYLMETHYLENAMINO)ACETATE;DIPHENYLMETHYLENE-GLYCINE BUTYL ESTER
CBNumber: CB9162600
Molecular Formula: C19H21NO2
Formula Weight: 295.38
MOL File: 81477-94-3.mol

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N-(Diphenylmethylene)glycerine tert-butyl ester Property

Melting point:: 51-53 °C(lit.)
Boiling point:: 377.5±34.0 °C(Predicted)
Density: 1.00±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 2.31±0.50(Predicted)
form: crystal
color: white
Water Solubility: Insoluble in water.
Stability:: Moisture Sensitive
InChI: InChI=1S/C19H21NO2/c1-19(2,3)22-17(21)14-20-18(15-10-6-4-7-11-15)16-12-8-5-9-13-16/h4-13H,14H2,1-3H3
InChIKey: YSHDPXQDVKNPKA-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(=O)C/N=C(/C1=CC=CC=C1)\C1=CC=CC=C1

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Safety

Risk Statements: 36/37/38
Safety Statements: 22-24/25
WGK Germany: 3
F: 10-21
TSCA: No
HS Code: 29163990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 364487
Product name: N-(Diphenylmethylene)glycine tert-butyl ester
Purity: 98%
Packaging: 1g
Price: $126
Updated: 2023/01/07

TCI Chemical

Product number: D2322
Product name: N-(Diphenylmethylene)glycine tert-Butyl Ester
Purity: >98.0%(HPLC)(N)
Packaging: 1g
Price: $20
Updated: 2025/07/31

TCI Chemical

Product number: D2322
Product name: N-(Diphenylmethylene)glycine tert-Butyl Ester
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $35
Updated: 2025/07/31

TCI Chemical

Product number: D2322
Product name: N-(Diphenylmethylene)glycine tert-Butyl Ester
Purity: >98.0%(HPLC)(N)
Packaging: 25g
Price: $98
Updated: 2025/07/31

TRC

Product number: D491800
Product name: N-(Diphenylmethylene)glycine,t-ButylEster
Packaging: 50g
Price: $365
Updated: 2021/12/16

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N-(Diphenylmethylene)glycerine tert-butyl ester Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

suzuki reaction

Uses

N-(Diphenylmethylene)glycine tert-butyl ester is a useful dye for biological research purposes. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

Synthesis

1013-88-3

5292-43-3

81477-94-3

The intermediate was synthesized by a general procedure based on US2010/0189644 and the disclosure of O'Donnell et al. The procedure was carried out as follows: benzophenone imine (8.6 g, 47.5 mmol), tert-butyl bromoacetate (9.3 g, 47.5 mmol), and acetonitrile (40 mL) were added to a round-bottomed flask equipped with a stirrer. After heating the reaction mixture to 70 °C, N,N-diisopropylethylamine (DIPEA, 8.3 mL, 47.5 mmol) was slowly added. A reflux condenser was installed and the reaction was maintained at 70 °C for 16 hours. The reaction progress was monitored by HPLC and TLC and after confirming the complete conversion of the reactants, the reaction mixture was cooled to room temperature. A 5:3 mixture of water/formic acid (1 mL) was added, followed by concentration of the reaction mixture under reduced pressure. The resulting solid was washed sequentially with 3:1 cold solution of water/ethanol (2 x 60 mL) and 1:1 cold solution of water/ethanol (30 mL). The solid was dried under high vacuum to afford tert-butyl N-diphenylmethylene-glycinate (14.9 g, 47.0 mmol, 99% yield) as a white solid. The product was characterized by 1H NMR (400 MHz, CDCl3) and mass spectrometry (LC/MS): 1H NMR δ 7.66 (2H, m), 7.47 (3H, m), 7.41 (1H, t, J=8 Hz), 7.34 (1H, t, J=8 Hz), 7.20 (2H, m), 4.13 (2H, s), 1.48 (9H, s); MS (LC/MS) m/z measured value 195.93, theoretical value 296.16 [M+H]+.

References

[1] Patent: WO2016/15159, 2016, A1. Location in patent: Page/Page column 56
[2] Patent: US9458192, 2016, B1. Location in patent: Page/Page column 44-45
[3] European Journal of Organic Chemistry, 2005, # 2, p. 317 - 325
[4] Chemical Communications, 2009, # 2, p. 168 - 170
[5] Patent: US2010/189644, 2010, A1. Location in patent: Page/Page column 23

N-(Diphenylmethylene)glycerine tert-butyl ester Preparation Products And Raw materials

Raw materials

Hexane Glycine tert butyl ester hydrochloride Diethyl ether Ammonium chloride Dichloromethane Magnesium sulfate Benzophenone imine

Preparation Products

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N-(Diphenylmethylene)glycerine tert-butyl ester Suppliers

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View Lastest Price from N-(Diphenylmethylene)glycerine tert-butyl ester manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: N-(Diphenylmethylene)glycerine tert-butyl ester 81477-94-3
Price: US $10.00/KG
Min. Order: 100KG
Purity: 99%
Supply Ability: 100 mt
Release date: 2025-03-13

Zhuozhou Wenxi import and Export Co., Ltd

Product: N-(Diphenylmethylene)glycerine tert-butyl ester 81477-94-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Career Henan Chemical Co

Product: N-(Diphenylmethylene)glycerine tert-butyl ester 81477-94-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kgs
Release date: 2020-03-05

81477-94-3, N-(Diphenylmethylene)glycerine tert-butyl esterRelated Search:

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N-(Diphenylmethylene)glycerine tert-butyl ester USP/EP/BP

81477-94-3

814477-94-3

24581-98-7

Specialty Synthesis

Peptide Synthesis

Glycine Equivalents

Amino Acid Derivatives

Amino Acids 13C, 2H, 15N

Glycine Equivalents

Synthetic Organic Chemistry

CHIRAL CHEMICALS

Amino Acids & Derivatives