(S)-1,2,3,4-tetrahedro-naphthoic acid

Name: (S)-1,2,3,4-tetrahedro-naphthoic acid
Brand: ChemScene
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CAS No. 85977-52-2
Cat. No. CS-W020725
Molecule weight176.21
Purity≥98%
MDL No.MFCD07368365

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-1,2,3,4-tetrahedro-naphthoic acid|CS-W020725

Structure of 85977-52-2

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General Information

CAS No. 85977-52-2
Cat. No. CS-W020725
Purity ≥98%
MDL No. MFCD07368365
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂O₂
Molecular Weight 176.21
Synonym(s) 1-Naphthalenecarboxylic acid, 1,2,3,4-tetrahydro-, (1S)-
SMILES O=C([C@H]1CCCC2=C1C=CC=C2)O

Description

This chiral carboxylic acid features a rigid, fused-ring structure with defined stereochemistry at the 1,2,3,4-tetrahydronaphthalene core. The (S)-configuration imparts distinct spatial orientation essential for asymmetric synthesis. Anchored by a polar carboxyl group, it integrates readily into complex molecular frameworks requiring high enantioselectivity. Bench-stable and moisture-tolerant, this compound enables efficient access to bioactive analogs in medicinal chemistry and natural product synthesis.

Application

(S)-1,2,3,4-Tetrahydronaphthoic acid serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of bioactive molecules through established functional group transformations. Its rigid, aromatic-fused scaffold provides structural constraint for drug design, while the carboxylic acid functionality facilitates derivatization via amide coupling, esterification, or metal-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows requiring stereochemical control.

Synthesis

Route1
- In-stock
  
  3123-46-4
- ~%
- In-stock
  
  85977-52-2
References
- Arkiv foer Kemi, , vol. 12, p. 161,165
Route2
- In-stock
  
  1914-65-4
- ~%
- In-stock
  
  85977-52-2
References
- Arkiv foer Kemi, , vol. 12, p. 161,165

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H319
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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Computational Chemistry Data

TPSA 37.3
LogP 2.1911
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-1,2,3,4-tetrahedro-naphthoic acid

CAS No. 85977-52-2

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