Lot numbers can be found on the outside label of a product:
Methyl cis-4-hydroxycyclohexanecarboxylate
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CAS No. 3618-03-9
- Cat. No. CS-0048897
- Purity≥96%
- MDL No.MFCD20441962
*For research and further manufacturing use only, not for direct human use.
Structure of 3618-03-9
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General Information
- CAS No. 3618-03-9
- Cat. No. CS-0048897
- Purity ≥96%
- MDL No. MFCD20441962
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₄O₃
- Molecular Weight 158.19
- Synonym(s) cis-Methyl 4-hydroxycyclohexanecarboxylate
- SMILES COC(=O)[C@@H]1CC[C@H](O)CC1
Description
Methyl cis-4-hydroxycyclohexanecarboxylate features a rigid, conformationally defined cyclohexane ring with a hydroxyl group and ester moiety in close spatial proximity. This stereochemical arrangement enables selective transformations in asymmetric synthesis and serves as a key chiral building block for natural product derivatives and pharmaceutical intermediates.
Application
Methyl cis-4-hydroxycyclohexanecarboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective functionalization at the C4 position. The cis configuration provides defined spatial orientation for downstream transformations, while the hydroxyl and ester groups offer orthogonal handles for selective derivatization. Its bench-stable nature and compatibility with standard protection/deprotection protocols facilitate efficient access to complex cyclic architectures, including substituted cyclohexanes and heterocyclic scaffolds relevant to medicinal chemistry.
Synthesis
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Route1
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In-stock
3685-26-5 -
74-88-4 - ~71%
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In-stock
3618-03-9
References
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Mogi, Muneto; Yamada, Ken; Yasoshima, Kayo; Kawanami, Toshio; Umemura, Ichiro; Iwaki, Yuki; Qin, Hongbo; Imase, Hidetomo Patent: US2009/118287 A1, 2009 ; Location in patent: Page/Page column 71 ;
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Route2
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In-stock
3685-26-5
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18107-18-1
- ~%
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In-stock
3618-03-9
References
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SANOFI; Fett, Eykmar; Mougenot, Patrick; Namane, Claudie; Nicolai, Eric; Philippo, Christophe Patent: US2012/40984 A1, 2012 ; Location in patent: Paragraph 0350 ;
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Route3
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In-stock
99-76-3 - ~%
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In-stock
3618-03-9
References
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Hardegger et al. Helvetica Chimica Acta, 1946 , vol. 29, p. 477,479
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.53
- LogP 0.7105
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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