Lot numbers can be found on the outside label of a product:
tert-Butyl ((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)carbamate
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CAS No. 630421-48-6
- Cat. No. CS-M1653
- Purity≥98%
- MDL No.MFCD16295005
*For research and further manufacturing use only, not for direct human use.
Structure of 630421-48-6
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General Information
- CAS No. 630421-48-6
- Cat. No. CS-M1653
- Purity ≥98%
- MDL No. MFCD16295005
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₂₂N₂O₅S
- Molecular Weight 330.40
- Synonym(s) None
- SMILES O=C(NS(C1CC1)(=O)=O)[C@@]2(NC(OC(C)(C)C)=O)C[C@H]2C=C
Description
tert-Butyl ((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)carbamate features a rigid cyclopropyl scaffold with a vinyl handle and a bench-stable carbamate protecting group. The cyclopropylsulfonylcarbamoyl moiety imparts enhanced solubility and metabolic stability. This compound integrates readily into complex molecular architectures via the reactive vinyl terminus, enabling efficient downstream functionalization in synthetic sequences requiring stereocontrolled introduction of cyclic motifs.
Application
tert-Butyl ((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)carbamate serves as a versatile chiral building block for the synthesis of cyclopropyl-containing scaffolds. The vinyl group enables efficient cross-coupling reactions, while the cyclopropylsulfonylcarbamoyl moiety provides enhanced stability and orthogonal deprotection options. Bench-stable and compatible with standard synthetic workflows, it facilitates rapid access to complex heterocycles and bioactive molecules through well-established functional group transformations.
Synthesis
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References
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Scola, Paul M.; Wang, Alan Xiangdong; Good, Andrew C.; Sun, Li-Qiang; Combrink, Keith D.; Campbell, Jeffrey A.; Chen, Jie; Tu, Yong; Sin, Ny; Venables, Brian L.; Sit, Sing-Yuen; Chen, Yan; Cocuzza, Anthony; Bilder, Donna M.; D'Andrea, Stanley; Zheng, Barbara; Hewawasam, Piyasena; Ding, Min; Thuring, Jan; Li, Jianqing; Hernandez, Dennis; Yu, Fei; Falk, Paul; Zhai, Guangzhi; Sheaffer, Amy K.; Chen, Chaoqun; Lee, Min S.; Barry, Diana; Knipe, Jay O.; Li, Wenying; Han, Yong-Hae; Jenkins, Susan; Gesenberg, Christoph; Gao, Qi; Sinz, Michael W.; Santone, Kenneth S.; Zvyaga, Tatyana; Rajamani, Ramkumar; Klei, Herbert E.; Colonno, Richard J.; Grasela, Dennis M.; Hughes, Eric; Chien, Caly; Adams, Stephen; Levesque, Paul C.; Li, Danshi; Zhu, Jialong; Meanwell, Nicholas A.; McPhee, Fiona Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 1708 - 1729
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Route2
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In-stock
154350-29-5 - ~92%
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In-stock
630421-48-6
References
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Bristol-Myers Squibb Company Patent: US2008/14173 A1, 2008 ; Location in patent: Page/Page column 34 ; US 20080014173 A1
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References
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BRISTOL-MYERS SQUIBB COMPANY Patent: WO2008/64057 A1, 2008 ; Location in patent: Page/Page column 63 ;
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 101.57
- LogP 1.0642
- H_Acceptors 5
- H_Donors 2
- Rotatable_Bonds 5
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Key Words
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