(S)-3-Amino-3-cyclohexylpropanoic acid

Name: (S)-3-Amino-3-cyclohexylpropanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 91383-14-1
Cat. No. CS-0155341
Purity≥98%
MDL No.MFCD07373036

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-3-Amino-3-cyclohexylpropanoic acid|CS-0155341

Structure of 91383-14-1

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General Information

CAS No. 91383-14-1
Cat. No. CS-0155341
Purity ≥98%
MDL No. MFCD07373036
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₂
Molecular Weight 171.24
Synonym(s) 3-amino-3-cyclohexylpropionic acid
SMILES C1CCC(CC1)[C@H](CC(=O)O)N

Description

(S)-3-Amino-3-cyclohexylpropanoic acid features a chiral center at the alpha position, delivering precise stereochemical control for asymmetric synthesis. The cyclohexyl group imparts significant steric bulk and lipophilicity, enhancing binding affinity in bioactive molecule design. This amino acid derivative exhibits bench-stable behavior under standard conditions and integrates readily into peptide backbones or as a scaffold in medicinal chemistry campaigns.

Application

(S)-3-Amino-3-cyclohexylpropanoic acid serves as a chiral building block for bioactive molecule synthesis, enabling the construction of cyclohexyl-containing amino acid motifs prevalent in medicinal chemistry. Its stable stereocenter and compatible functional groups facilitate straightforward derivatization, including amide coupling and protection strategies, while maintaining integrity under standard reaction conditions.

Synthesis

Route1
- 141-82-2
- 2043-61-0
- ~56%
- In-stock
  
  91383-14-1
References
- Lazar, Laszlo; Martinek, Tamas; Bernath, Gabor; Fueloep, Ferenc Synthetic Communications, 1998 , vol. 28, # 2 p. 219 - 224
Route2
- 2043-61-0
- ~%
- In-stock
  
  91383-14-1
References
- Rodionow; Kiselewa Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1952 , p. 278,282 Chem.Abstr., 1953 , p. 3300

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 63.32
LogP 1.3687
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-3-Amino-3-cyclohexylpropanoic acid

CAS No. 91383-14-1

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