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192648-66-1

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  • 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-[[2-(acetyloxy)benzoyl]oxy]-8-methyl-, methyl ester, (1R,2R,3S,5S)- 192648-66-1

    Cas No: 192648-66-1

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  • 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-[[2-(acetyloxy)benzoyl]oxy]-8-methyl-, methyl ester, (1R,2R,3S,5S)-

    Cas No: 192648-66-1

  • No Data

  • 1 Kilogram

  • 1 Metric Ton/Month

  • Golden Pharma Co., Limited
  • Contact Supplier

192648-66-1 Usage

General Description

The chemical "8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-[[2-(acetyloxy)benzoyl]oxy]-8-methyl-, methyl ester, (1R,2R,3S,5S)-" is a complex compound with a molecular formula of C21H23NO5. It is a methyl ester derivative of 8-azabicyclo[3.2.1]octane-2-carboxylic acid, and its structure incorporates an acetyloxybenzoyl group. This chemical compound is classified as a chiral molecule, with a specific 1R,2R,3S,5S stereochemistry. The compound has potential applications in the field of medicinal chemistry and pharmaceuticals, where it may be utilized as a building block for drug development and synthesis. Further research and analysis may be necessary to fully understand its properties and potential uses.

Check Digit Verification of cas no

The CAS Registry Mumber 192648-66-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,2,6,4 and 8 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 192648-66:
(8*1)+(7*9)+(6*2)+(5*6)+(4*4)+(3*8)+(2*6)+(1*6)=171
171 % 10 = 1
So 192648-66-1 is a valid CAS Registry Number.

192648-66-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl (3S,4R)-3-(2-acetyloxybenzoyl)oxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate

1.2 Other means of identification

Product number -
Other names 2'-Acetoxycocaine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:192648-66-1 SDS

192648-66-1Synthetic route

methyl ecgonine
7143-09-1

methyl ecgonine

O-acetylsalicyloyl chloride
5538-51-2

O-acetylsalicyloyl chloride

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester
192648-66-1

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In benzene at 40℃;
methyl ecgonine
7143-09-1

methyl ecgonine

acetylsalicyloyl chloride

acetylsalicyloyl chloride

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester
192648-66-1

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In benzene at 40℃;
ecgonine hydrochloride
5796-31-6

ecgonine hydrochloride

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester
192648-66-1

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl gas
2: Et3N / benzene / 40 °C
View Scheme
Cocaine
50-36-2

Cocaine

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester
192648-66-1

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. HCl
2: HCl gas
3: Et3N / benzene / 40 °C
View Scheme
3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester
192648-66-1

3-[(2'-acetoxybenzoyl)oxy]-[1R-(exo,exo)]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

3β-[(2`-hydroxybenzoyl)oxy]-1R-(exo,exo)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

3β-[(2`-hydroxybenzoyl)oxy]-1R-(exo,exo)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride In methanol for 48h; Heating;94%

192648-66-1Relevant articles and documents

Synthesis and dopamine transporter binding of 2'-substituted cocaine analogs

El-Moselhy, Tarek F.,Avor, Kwasi S.,Basmadjian, Garo P.

, p. 50 - 57 (2007/10/03)

A series of 2'-substituted cocaine analogs (4-8) was synthesized and evaluated in an in vitro dopamine transporter (DAT) system. Compounds 4-7 were prepared by esterifying the 3β-hydroxyl group of ecgonine methyl ester (3) using the appropriate acid chloride in the presence of NEt3 and benzene. Compound 3 was obtained from cocaine (1) by hydrolysis using lN HCl to afford ecgonine HCl which was subjected to acid catalyzed esterification using MeOH saturated with HCl gas. Compound 8 was obtained from 5 by selective trans- esterification with MeOH and HCl gas. The binding affinities of these compounds were determined at DAT for the displacement of [3H]WIN-35428 (2). The 2'-substituted acetoxy and hydroxy analogs exhibited high binding potency for the DAT compared to cocaine (3.5- and 10-fold respectively).

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