Lot numbers can be found on the outside label of a product:
Methyl 2,3-O-isopropylidene-5-O-tosyl-D-ribonucleoside
-
CAS No. 4137-56-8
- Cat. No. CS-0198259
- Purity≥98%
- MDL No.MFCD00038411
*For research and further manufacturing use only, not for direct human use.
Structure of 4137-56-8
Please choose your location and provide accurate information for you
| Size |
|
Price | Quantity | |||
|---|---|---|---|---|---|---|
|
* Please select Quantity before adding items. |
||||||
Recommended Products
General Information
- CAS No. 4137-56-8
- Cat. No. CS-0198259
- Purity ≥98%
- MDL No. MFCD00038411
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₂₂O₇S
- Molecular Weight 358.41
- Synonym(s) None
- SMILES O=S(OC[C@@H]1[C@]2([H])[C@](OC(C)(O2)C)([H])[C@@H](O1)OC)(C3=CC=C(C=C3)C)=O
Description
Methyl 2,3-O-isopropylidene-5-O-tosyl-D-ribonucleoside serves as a key chiral synthon in nucleoside synthesis, featuring a protected ribose scaffold with orthogonal functional handles. The isopropylidene group stabilizes the 2',3'-diol moiety, while the tosyl ester at the 5'-position enables selective transformations. This configuration supports efficient glycosylation and downstream derivatization under standard conditions.
Application
Methyl 2,3-O-isopropylidene-5-O-tosyl-D-ribonucleoside serves as a versatile building block in nucleoside synthesis, offering orthogonal protection for the ribose hydroxyls. The isopropylidene group stabilizes the 2',3'-diol during transformations, while the tosyl moiety provides a robust leaving group for displacement reactions. This derivative exhibits excellent bench stability and facilitates efficient glycosylation, coupling, and functionalization steps critical to constructing complex nucleoside analogs and heterocyclic scaffolds.
Synthesis
-
Route1
-
In-stock
4099-85-8 -
98-59-9 - ~98%
-
In-stock
4137-56-8
References
-
Sarabia-Garcia, Francisco; Lopez-Herrera, F. Jorge Tetrahedron, 1996 , vol. 52, # 13 p. 4757 - 4768
-
-
Route2
-
36468-53-8 - ~%
-
In-stock
4137-56-8
References
-
Sairam, Pothukuchi; Puranik, Ramachandra; Sreenivasa Rao, Bhatraju; Veerabhadra Swamy, Ponnapalli; Chandra, Sharad Carbohydrate Research, 2003 , vol. 338, # 4 p. 303 - 306
-
-
Route3
-
532-20-7 - ~%
-
In-stock
4137-56-8
References
-
Moreau, Christelle; Kirchberger, Tanja; Swarbrick, Joanna M.; Bartlett, Stephen J.; Fliegert, Ralf; Yorgan, Timur; Bauche, Andreas; Harneit, Angelika; Guse, Andreas H.; Potter, Barry V. L. Journal of Medicinal Chemistry, 2013 , vol. 56, # 24 p. 10079 - 10102
-
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-H332
|
|
|
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
|
|
Quality Control
Computational Chemistry Data
- TPSA 80.29
- LogP 1.59172
- H_Acceptors 7
- H_Donors 0
- Rotatable_Bonds 5
Similar Products
Other Classifications
Recently Viewed Products
Leave US a Message
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Upload Pictures
|
|
Key Words
- 4137-56-8 sigma4137-56-8 manufacturer4137-56-8 price4137-56-8 structure4137-56-8 SDSbuy 4137-56-84137-56-8 supplier4137-56-8 uses4137-56-8 molecular weightprice of 4137-56-84137-56-8 chemical name formula of 4137-56-8