210890-98-5

Basic information

• Product Name: 3,4-di(t-butyldimethylsilyloxy)-cinnamoyl chloride
• Synonyms: 3,4-di(t-butyldimethylsilyloxy)-cinnamoyl chloride
• CAS NO: 210890-98-5
• Molecular Weight: 427.131
• Mol File: 210890-98-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3,4-di(t-butyldimethylsilyloxy)-cinnamoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-di(t-butyldimethylsilyloxy)-cinnamoyl chloride(210890-98-5)
• EPA Substance Registry System: 3,4-di(t-butyldimethylsilyloxy)-cinnamoyl chloride(210890-98-5)

Safety Data

• Hazardous Substances Data: 210890-98-5(Hazardous Substances Data)

Upstream product

• 69739-34-0 t-butyldimethylsiyl triflate 
• 203118-31-4 di-O-t-butyldimethylsilylcaffeic acid t-butyldimethylsilyl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 331-39-5 caffeic acid 
• 203118-32-5 (E)-3-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)acrylic acid 

Downstream Products

• 106972-94-5 calceolarioside B 
• 302576-68-7 2-(4-((phenoxythioxomethyl)amino)phenyl)ethyl O,O-(3,4-bis(1,1,2,2-tetramethyl-1-silapropyl))caffeic acid ester 
• 203118-33-6 (E)-3-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid (S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl ester 

Relevant articles and documents

Synthesis of glucosamine derivative with double caffeic acid moieties at N– and 6-O-positions for developments of natural based materials

Glucosamine derivatives with double caffeic acid moieties were synthesized for developments of natural based materials. Caffeic acids were introduced to glucosamine derivatives through the synthesis roots as protection and de-protection reactions. Firstly, the silyl groups and tert-butoxycarbonyl groups were selected for the protection of each hydroxyl group and amino group. The designed glucosamine derivative showed reactivity of the double bonds, which was confirmed by UV spectra. Photoresponsivity was observed both in solution and heterogeneous suspension. The oligomerization was also confirmed in water suspension. The solubility and thermal stability were changed after the UV irradiation. This results show the potential of great progress a natural based material development.

Glucosamine derivative

To provide a novel substance useful as a functional substance having a biomass-derived structure and a composite function.SOLUTION: A glucosamine derivative is represented by formula (I) (Ris H, a protective group of a hydroxy group or an organic group other than the hydroxy group protective group; R-Rare different from Rand independently represent H or a hydroxy group protective group; n is an integer of 2-5; and Rindependently represent H or a phenolic hydroxyl group protective group).SELECTED DRAWING: None

Short synthesis of phenylpropanoid glycosides calceolarioside-B and eutigoside-A

A convenient 4-step synthesis of calceolarioside-B 1 and eutigoside-A 2 in high overall yield is described. The key step involved the regioselective, Me2SnCl2-catalyzed O-6 acylation of unprotected 2-phenylethyl-β-D-glucosides 5a–b with cinnamoyl chlorides 6a–b in excellent yields. Acylation at O-6 is selective with the acid chlorides used. This work serves as a model for the convenient synthesis of phenylpropanoid glycosides acylated at O-6.