681853-93-0

Usage

Uses

Used in Pharmaceutical Industry:
(1R)-(-)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-(tert-butyldiphenylsilyloxy)ethan-1-ol is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of complex organic molecules with potential therapeutic properties.
Used in Organic Synthesis:
In the field of organic synthesis, (1R)-(-)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-(tert-butyldiphenylsilyloxy)ethan-1-ol serves as a building block for creating a variety of compounds, leveraging its functional groups and stereochemistry to form novel molecular structures with potential applications in various industries.

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 96690-02-7 5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose 
• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 
• 10257-32-6 D-ribose 
• 50-69-1 D-ribose 
• 141607-35-4 C₂₄H₃₂O₅Si 
• 13199-25-2 2,3-O-Isopropylidene-D-ribose 
• 138127-67-0 (3aR,6R,6aR)-6-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-ol 
• 532-20-7 D-Ribose 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 952418-11-0 (1R,4R,5S)-9-[3-(tert-butyldiphenylsilyloxymethyl)-4,5-isopropylidenedioxy-2-cyclopenten-1-yl]-N⁶,N⁶-bis(tert-butoxycarbonyl)adenine 
• 952418-12-1 (1R,4R,5S)-9-[3-(tert-butyldiphenylsilyloxymethyl)-4,5-isopropylidenedioxy-2-cyclopenten-1-yl]adenine 
• 72877-50-0 neplanocin A 
• 303963-93-1 (3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-ol 
• 303963-92-0 (3aR,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one 
• 952418-10-9 (1R)-(+)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-1-[(tert-butyldiphenylsilyloxy)methyl]-2-propen-1-ol 
• 1440510-01-9 C₂₅H₃₂O₄Si 
• 1440510-02-0 C₃₀H₃₃ClN₄O₃Si 
• 1400742-73-5 6-O-(tert-butyldimethylsilyloxy)-3,4-di-O-isopropylidene-2-O-(4-methoxybenzyl)-1-S-phenylthio-L-altritol 

Relevant academic research and scientific papers

Divergent synthesis of various iminocyclitols from d-ribose

A very efficient route to the diastereoselective synthesis of polyhydroxy pyrrolidines, piperidines and azepanes from an aldehyde derivative of ribose is reported. Asymmetric α-amination of aldehydes using proline catalysed hydrazination is the key step in the synthesis. The method utilizes the stereocenters present in ribose and the extra carbon atoms present in the target molecules are incorporated using Wittig reactions. The incorporation of the amino group is carried out asymmetrically to account for additional stereocenters. This synthetic route to iminocyclitols has the potential to be extended for the synthesis of a large class of such compounds starting from other sugar derived aldehydes.

COMPOUNDS AND METHODS FOR TREATING ADDICTION AND RELATED DISORDERS

The present invention relates to compounds and methods of use thereof for treatment of certain disorders and conditions, for example an addiction or compulsive disorder.

Synthesis, activity and metabolic stability of non-ribose containing inhibitors of histone methyltransferase DOT1L

Histone methyltransferase DOT1L is a drug target for MLL leukemia. We report an efficient synthesis of a cyclopentane-containing compound that potently and selectively inhibits DOT1L (Ki = 1.1 nM) as well as H3K79 methylation (IC50 ～

First total synthesis and structure confirmation of diacetylenic polyol (+)-oploxyne B

The first total synthesis of the natural product (+)-oploxyne B is achieved. The synthesis has led to the confirmation of absolute stereochemistry of the natural product. The natural product displayed cytotoxic activity with IC50 values varying

Fluorocyclopentenyl-cytosine with broad spectrum and potent antitumor activity

On the basis of the potent biological activity of cyclopentenyl- pyrimidines, fluorocyclopentenyl-pyrimidines were designed and synthesized from d-ribose. Among these, the cytosine derivative 5a showed highly potent antigrowth effects in a broad range of

A further contribution to the study of sagittamide a: Synthesis of a pivotal intermediate belonging to a rare L-series

A key saggitamide intermediate corresponding to a rare sugar framework has been obtained. This approach should help to establish the overall configuration of more complex structures of the sagittamide family.

Total syntheses of a conformationally locked North-type methanocarba puromycin analogue and a dinucleotide derivative

An original synthetic approach for the first synthesis of an enantiopure methanocarba puromycin (3'-α-aminoacylamino-3'-deoxyadenosine) analogue and its cytidine dinucleotide derivative is described. Each compound is conformationally locked in a North-typ

Synthesis of (-)-neplanocin A with the highest overall yield via an efficient Mitsunobu coupling

Neplanocin A was synthesized in very high isolated yield and purity, in 10 steps from d-ribose via an efficient Mitsunobu coupling using N6-bis-Boc-protected adenine. In fact, this synthesis is a short pathway to enantiopure neplanocin A giving

Stereoselective synthesis of 3-hydroxymethyl-D-cyclopentenone, the versatile intermediate for the synthesis of carbocyclic nucleosides

The preparative and stereoselective synthesis (45-50% overall yields, >50 g scale) of the key carbasugars 7a-d was achieved from D-ribose via stereoselective Grignard reaction and oxidative rearrangement as key reactions. Copyright Taylor & Francis, Inc.

Preparative and Stereoselective Synthesis of the Versatile Intermediate for Carbocyclic Nucleosides: Effects of the Bulky Protecting Groups to Enforce Facial Selectivity

The preparative and stereoselective synthesis (45-50% overall yields) of the target compound 17 has been accomplished from D-ribose. The bulky protecting groups such as TBDPS and Trityl enforced the facial selectivity during Grignard reaction to give the