60981-47-7

Basic information

• Product Name: (R)-Prunasin Tetraacetate
• Synonyms: (R)-Prunasin Tetraacetate;(R)-α-[(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzeneacetonitrile
• CAS NO: 60981-47-7
• Molecular Formula: C₂₂H₂₅NO₁₀
• Molecular Weight: 463.4346
• Product Categories: Aromatics;Carbohydrates & Derivatives;Chiral Reagents
• Mol File: 60981-47-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: (R)-Prunasin Tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Prunasin Tetraacetate(60981-47-7)
• EPA Substance Registry System: (R)-Prunasin Tetraacetate(60981-47-7)

Safety Data

• Hazardous Substances Data: 60981-47-7(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Protected (R)-Prunasin.

Upstream product

• 162489-61-4 2,3,4,6-tetra-O-acetyl-α,β-D-glucopyranosyl fluoride 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 4410-31-5 (RS)-mandelamide 
• 74808-10-9 O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate 
• 4358-86-5 (2R)-mandelamide 
• 207512-68-3 (R)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy(phenyl)acetamide 
• 532-28-5 (RS)-mandelonitrile 
• 108-24-7 acetic anhydride 
• 99-18-3 prunasin 
• 83448-12-8 2-(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyloxy)-2-phenylacetamid 

Downstream Products

• 99-18-3 prunasin 
• 17199-29-0 (S)-Mandelic acid 
• 13093-89-5 2-(β-D-Glucopyranosyloxy)-2-phenylacetonitril 

Relevant articles and documents

Cyanogenesis in glucosinolate-producing plants: Carica papaya and Carica quercifolia

(R)-2-(β-D-Glucopyranosyloxy)-2-phenylacetonitrile (prunasin) was isolated from Carica papaya L. and C. quercifolia (A. St.-Hil.) Hieron. (syn. C. hastata Brign.). Earlier reported presence of cyclopentanoid cyanohydrin glycosides in C. papaya could not b

Activated dimethyl sulfoxide dehydration of amide and its application to one-pot preparation of benzyl-type perfluoroimidates

Various types of primary amides were treated under an activated dimethyl sulfoxide (DMSO) species, (COCl)2-DMSO and Et3N, as a dehydrating agent to obtain nitriles in excellent yield. This dehydration system was extended to a one-pot preparation of perfluoroimidates via volatile perfluoronitriles from perfluoroamides. Fifteen benzyl-type perfluoroimidates can be prepared in 70-90% yield as more stable imidates than the trichloro analogue. MPM- and DMPM-perfluoroimidates can be used to protect alcohols in place of the trichloroacetimidate with excellent chemical properties and in comparable yields.

Preparation of the cyanogenetic glycoside, mandelonitrile glucuronide [2-(β-D-glucopyranuronosyloxy)2-phenylacetonitrile]. Part 10: CMT-selectin syntheses

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