Lot numbers can be found on the outside label of a product:
2-(4-(Benzyloxy)phenyl)acetic acid
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CAS No. 6547-53-1
- Cat. No. CS-0186404
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 6547-53-1
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General Information
- CAS No. 6547-53-1
- Cat. No. CS-0186404
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₅H₁₄O₃
- Molecular Weight 242.27
- Synonym(s) 4-Benzyloxyphenylacetic acid
- SMILES C1=CC=C(C=C1)COC2=CC=C(C=C2)CC(=O)O
Description
This benzyloxy-substituted phenylacetic acid features a strategically positioned ether linkage that enhances solubility and metabolic stability. The para-benzyloxy group imparts favorable electronic and steric properties, enabling efficient integration into pharmaceutical intermediates and bioactive molecule scaffolds under standard conditions.
Application
2-(4-(Benzyloxy)phenyl)acetic acid serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient construction of biaryl-containing scaffolds. Its benzyloxy-protected phenolic functionality offers orthogonal handling in multi-step sequences, while the carboxylic acid group facilitates direct coupling or derivatization. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
68641-16-7 - ~97%
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In-stock
6547-53-1
References
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Vasudevan, Jayasree; Wang, Liming; Liu, Xiaoxia; Tsang, Kwok-Yin; Yuan, Yang-Dar; Chandraratna, Roshantha Patent: US2003/191181 A1, 2003 ; Location in patent: Page/Page column 10; 16 ;
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Route2
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58609-13-5 - ~98%
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In-stock
6547-53-1
References
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Chiba, Tadashige; Akizawa, Toshifumi; Matsukawa, Motomi; Nishi, Masatoshi; Kawai, Nobufumi; Yoshioka, Masanori Chemical and Pharmaceutical Bulletin, 1996 , vol. 44, # 5 p. 972 - 979
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Route3
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In-stock
156-38-7 -
100-39-0
- ~99%
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In-stock
6547-53-1
References
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Thetiot-Laurent, Sophie A.-L.; Nadal, Brice; Le Gall, Thierry Synthesis, 2010 , # 10 art. no. P02010SS, p. 1697 - 1701
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.53
- LogP 2.8927
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 5
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Key Words
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