Lot numbers can be found on the outside label of a product:
(R)-(4-Benzylmorpholin-3-yl)methanol
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CAS No. 101376-26-5
- Cat. No. CS-0034928
- Purity≥96%
- MDL No.MFCD06799481
*For research and further manufacturing use only, not for direct human use.
Structure of 101376-26-5
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General Information
- CAS No. 101376-26-5
- Cat. No. CS-0034928
- Purity ≥96%
- MDL No. MFCD06799481
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₇NO₂
- Molecular Weight 207.27
- Synonym(s) 3-Morpholinemethanol, 4-(phenylmethyl)-, (3R)-
- SMILES OC[C@H]1N(CC2=CC=CC=C2)CCOC1
Description
(R)-(4-Benzylmorpholin-3-yl)methanol is a chiral building block featuring a morpholine ring tethered to a benzyl group and bearing a primary alcohol at the 3-position. This configuration enables stereoselective integration into bioactive molecules, particularly in medicinal chemistry applications where precise spatial orientation enhances target affinity. The pendant hydroxyl group supports further derivatization through esterification or ether formation, while the benzyl moiety contributes aromatic stability and favorable lipophilic character.
Application
(R)-(4-Benzylmorpholin-3-yl)methanol serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of morpholine-containing scaffolds with defined stereochemistry. Its benzylic alcohol functionality facilitates straightforward derivatization, while the morpholine core offers favorable solubility and metabolic stability. The compound exhibits excellent bench stability and compatibility with standard functional group manipulations, making it well-suited for modular synthesis of bioactive molecules.
Synthesis
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Route1
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In-stock
106973-37-9 - ~86%
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In-stock
101376-26-5
References
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Dainippon Sumitomo Pharma Co., Ltd.; MARUYAMA, Megumi; KINOMURA, Naoya; NOJIMA, Satoshi; TAKAMURA, Masahiro; KAKIGUCHI, Keisuke; TATAMITANI, Hiroto Patent: WO2011/111875 A1, 2011 ; Location in patent: Page/Page column 90-91 ; WO 2011/111875 A1
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Route2
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In-stock
211053-49-5 -
100-39-0 - ~89%
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In-stock
101376-26-5
References
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MEDIVIR AB; AYESA, Susana; BELDA, Oscar; BJÖRKLUND, Catarina; NILSSON, Magnus; RUSSO, Francesco; SAHLBERG, Christer; WIKTELIUS, Daniel Patent: WO2013/95275 A1, 2013 ; Location in patent: Page/Page column 48; 49 ;
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Route3
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In-stock
106910-76-3 - ~%
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In-stock
101376-26-5
References
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Dainippon Sumitomo Pharma Co., Ltd.; MARUYAMA, Megumi; KINOMURA, Naoya; NOJIMA, Satoshi; TAKAMURA, Masahiro; KAKIGUCHI, Keisuke; TATAMITANI, Hiroto Patent: WO2011/111875 A1, 2011 ; WO 2011/111875 A1
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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 32.7
- LogP 0.8797
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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