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229177-52-0

229177-52-0

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229177-52-0 Usage

Chemical Properties

White Solid

Uses

(1S,4R)-cis-4-Amino-2-cyclopentene-1-methanol is an Abacavir intermediate; antiviral therapeutic nucleoside analog.

Check Digit Verification of cas no

The CAS Registry Mumber 229177-52-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,9,1,7 and 7 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 229177-52:
(8*2)+(7*2)+(6*9)+(5*1)+(4*7)+(3*7)+(2*5)+(1*2)=150
150 % 10 = 0
So 229177-52-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NO.C4H6O6/c7-6-2-1-5(3-6)4-8;5-1(3(7)8)2(6)4(9)10/h1-2,5-6,8H,3-4,7H2;1-2,5-6H,(H,7,8)(H,9,10)/t5-,6+;1-,2-/m10/s1

229177-52-0SDS

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 [(1S,4R)-4-aminocyclopent-2-en-1-yl]methanol,(2S,3S)-2,3-dihydroxybutanedioic acid

1.2 Other means of identification

Product number -
Other names (1S-cis)-4-Amino-2-cyclopentene-1-methanol D-Tartrate

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:229177-52-0 SDS

229177-52-0Synthetic route

D-tartaric acid
147-71-7

D-tartaric acid

(1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate L-hydrogen tartrate

(1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate L-hydrogen tartrate

((1S,4R)-4-aminocyclopent-2-enyl)methanol D-hydrogen tartrate

((1S,4R)-4-aminocyclopent-2-enyl)methanol D-hydrogen tartrate

Conditions
ConditionsYield
Stage #1: (1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate L-hydrogen tartrate With sodium tetrahydroborate; water; sodium hydroxide at -5 - 0℃; for 4h;
Stage #2: D-tartaric acid With sodium hydroxide In methanol at 65℃; for 0.5h; Concentration; Temperature;		88%
2-azabicyclo[2.2.1.]hept-5-en-3-one
49805-30-3

2-azabicyclo[2.2.1.]hept-5-en-3-one

((1S,4R)-4-aminocyclopent-2-enyl)methanol D-hydrogen tartrate

((1S,4R)-4-aminocyclopent-2-enyl)methanol D-hydrogen tartrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: thionyl chloride / 10 - 30 °C / pH 4 - 4.5
1.2: 1 h / 20 - 65 °C
2.1: sodium hydroxide; sodium tetrahydroborate; water / 4 h / -5 - 0 °C
2.2: 0.5 h / 65 °C
View Scheme
((1S,4R)-4-aminocyclopent-2-enyl)methanol D-hydrogen tartrate

((1S,4R)-4-aminocyclopent-2-enyl)methanol D-hydrogen tartrate

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide
171887-03-9

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

(1R,4S)-1-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-4-(hydroxymethyl)-2-cyclopentene
171887-04-0

(1R,4S)-1-[(2-amino-6-chloro-5-formamido-4-pyrimidinyl)amino]-4-(hydroxymethyl)-2-cyclopentene

Conditions
ConditionsYield
Stage #1: ((1S,4R)-4-aminocyclopent-2-enyl)methanol D-hydrogen tartrate With sodium carbonate In isopropyl alcohol at 20℃; for 1h;
Stage #2: N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide In isopropyl alcohol Concentration; Solvent; Reflux;		88.2%

229177-52-0Relevant articles and documents

PROCESS FOR THE PREPARATION OF AMINO ALCOHOL DERIVATIVES OR SALTS THEREOF

-

Paragraph 0046; 0047, (2017/09/02)

The present invention relates to a process for the preparation of amino alcohol derivatives or salts thereof. In particular the present invention relates to process for the preparation of amino alcohol derivatives or salts thereof which may be used as intermediates in the preparation of HIV reverse transcriptase inhibitors, more preferably Carbovir and Abacavir. The present invention more specifically relates to a process for the preparation of (1S,4R)-4-amino-2-cyclopentene-1-methanol of Formula IIIa. The present invention also specifically relates to process for the preparation of Abacavir sulfate of Formula II using compound of Formula IIIa prepared according to the process of the present invention.

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