trans-1-(Boc-Amino)-4-cyanocyclohexane,97%

Name: trans-1-(Boc-Amino)-4-cyanocyclohexane,97%
Brand: ChemScene
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CAS No. 873537-32-7
Cat. No. CS-0130416
Purity≥97%
MDL No.None

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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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trans-1-(Boc-Amino)-4-cyanocyclohexane,97%|CS-0130416

Structure of 873537-32-7

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General Information

CAS No. 873537-32-7
Cat. No. CS-0130416
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₀N₂O₂
Molecular Weight 224.30
Synonym(s) tert-Butyl trans-4-cyanocyclohexylcarbamate
SMILES O=C(OC(C)(C)C)N[C@@H]1CC[C@@H](C#N)CC1

Description

trans-1-(Boc-Amino)-4-cyanocyclohexane features a rigid cyclohexane scaffold with complementary Boc-protected amine and nitrile functionalities. This bench-stable derivative enables direct incorporation into diverse synthetic sequences, where the para-oriented nitrile group offers high reactivity for downstream transformations.

Application

trans-1-(Boc-Amino)-4-cyanocyclohexane serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of cyclohexane-based scaffolds with defined stereochemistry. The Boc group provides stable protection of the amine under standard conditions, while the nitrile functionality offers direct access to carboxylic acid derivatives via hydrolysis or further functionalization. Its bench-stable nature and compatibility with common coupling and reduction protocols make it ideal for multi-step synthesis workflows requiring controlled reactivity and ease of purification.

Synthesis

Route1
- 643067-91-8
- ~69%
- In-stock
  
  873537-32-7
References
- MacSari, Istvan; Besidski, Yevgeni; Csjernyik, Gabor; Nilsson, Linda I.; Sandberg, Lars; Yngve, Ulrika; Ahlin, Kristofer; Bueters, Tjerk; Eriksson, Anders B.; Lund, Per-Eric; Venyike, Elisabet; Oerther, Sandra; Hygge Blakeman, Karin; Luo, Lei; Arvidsson, Per I. Journal of Medicinal Chemistry, 2012 , vol. 55, # 15 p. 6866 - 6880
Route2
- In-stock
  
  53292-90-3
- ~%
- In-stock
  
  873537-32-7
References
- MacSari, Istvan; Besidski, Yevgeni; Csjernyik, Gabor; Nilsson, Linda I.; Sandberg, Lars; Yngve, Ulrika; Ahlin, Kristofer; Bueters, Tjerk; Eriksson, Anders B.; Lund, Per-Eric; Venyike, Elisabet; Oerther, Sandra; Hygge Blakeman, Karin; Luo, Lei; Arvidsson, Per I. Journal of Medicinal Chemistry, 2012 , vol. 55, # 15 p. 6866 - 6880

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 62.12
LogP 2.59348
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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trans-1-(Boc-Amino)-4-cyanocyclohexane,97%

CAS No. 873537-32-7

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