Lot numbers can be found on the outside label of a product:
tert-Butyl cis-4-(hydroxymethyl)cyclohexylcarbamate
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CAS No. 223131-01-9
- Cat. No. CS-0055770
- Purity≥97%
- MDL No.MFCD03844606
*For research and further manufacturing use only, not for direct human use.
Structure of 223131-01-9
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General Information
- CAS No. 223131-01-9
- Cat. No. CS-0055770
- Purity ≥97%
- MDL No. MFCD03844606
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₂₃NO₃
- Molecular Weight 229.32
- Synonym(s) None
- SMILES N(C(OC(C)(C)C)=O)[C@H]1CC[C@@H](CO)CC1
Description
tert-Butyl cis-4-(hydroxymethyl)cyclohexylcarbamate features a conformationally constrained cyclohexyl scaffold with a stereodefined hydroxymethyl group and a bench-stable carbamate protecting group. This configuration enables selective functionalization in complex molecule synthesis, particularly in medicinal chemistry campaigns requiring controlled stereochemistry and orthogonal reactivity.
Application
tert-Butyl cis-4-(hydroxymethyl)cyclohexylcarbamate serves as a versatile scaffold for the synthesis of functionalized cyclohexane derivatives, enabling efficient access to chiral building blocks through selective reduction and derivatization. The protected amine and hydroxymethyl groups exhibit excellent stability under standard reaction conditions, tolerate a broad range of transformations, and facilitate straightforward purification. Its well-defined stereochemistry and compatibility with common coupling and protection strategies make it a practical choice for medicinal chemistry and process-scale applications.
Synthesis
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Route1
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In-stock
24424-99-5 -
30134-98-6 - ~81%
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In-stock
223131-01-9
References
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Almirall, S.A.; Eastwood, Paul Robert; Bach Taña, Jordi; Pages Santacana, Lluis Miquel Patent: EP2554544 A1, 2013 ; Location in patent: Paragraph 0161 ;
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Route2
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1346527-75-0 - ~%
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In-stock
223131-01-9
References
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TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc Patent: WO2005/95357 A2, 2005 ; Location in patent: Page/Page column 109; 110 ; WO 2005/095357 A2
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Route3
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In-stock
3685-23-2 - ~%
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In-stock
223131-01-9
References
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Witherington, Jason; Bordas, Vincent; Cooper, Dave G.; Forbes, Ian T.; Gribble, Andrew D.; Ife, Robert J.; Berkhout, Theo; Gohil, Jayneeta; Groot, Pieter H.E. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 16 p. 2177 - 2180
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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 : H302-H315-H319-H335
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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 58.56
- LogP 2.0622
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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