57569-50-3 Usage
Chemical compound
1,2-isopropylidene-6-chloro-deoxyglucofuranose is a chemical compound commonly used in organic synthesis.
Derivative of glucose
It is a derivative of glucose, a simple sugar.
Key intermediate
It is a key intermediate in the synthesis of various pharmaceuticals and bioactive compounds.
Chloride group
It has a chloride group attached to the 6-carbon of the glucose ring.
Isopropyliden group
It has an isopropylidene group attached to the 1 and 2-carbons.
Versatile building block
It is a versatile building block in organic chemistry.
Used in production of drugs
It is often used in the production of antiviral and antibacterial drugs.
Development of new pharmaceuticals
It is used in the development of new pharmaceuticals and biologically active molecules.
Valuable tool in medicinal chemistry
It is a valuable tool in the field of medicinal chemistry due to its unique structure and ability to be modified to create a wide range of bioactive compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 57569-50-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,5,6 and 9 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 57569-50:
(7*5)+(6*7)+(5*5)+(4*6)+(3*9)+(2*5)+(1*0)=163
163 % 10 = 3
So 57569-50-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H15ClO5/c1-9(2)14-7-5(12)6(4(11)3-10)13-8(7)15-9/h4-8,11-12H,3H2,1-2H3/t4-,5+,6-,7-,8-/m1/s1
57569-50-3Relevant academic research and scientific papers
Regioselective monochloro substitution in carbohydrates and non-sugar alcohols via Mitsunobu reaction: Applications in the synthesis of reboxetine
Dar, Abdul Rouf,Aga, Mushtaq A.,Kumar, Brijesh,Yousuf, Syed Khalid,Taneja, Subhash Chandra
, p. 6195 - 6207 (2013/09/12)
A regioselective high yielding monochloro substitution (chlorohydrin formation) via Mitsunobu reaction is reported. In carbohydrates and sterically hindered non-sugars, only the primary hydroxyl group is chlorinated, whereas in the non-sugar 1,2- and 1,3-alcohols, predominantly the secondary chloride substitution occurs. The versatile methodology provides indirect access to epoxides with the retention of configuration, as against conventional Mitsunobu reaction which generates epoxides with inversion. The methodology was successfully used as a key step in the synthesis of optically active diastereoisomers of the antidepressant drug reboxetine from (R)-2,3-O- cyclohexylidene-d-glyceraldehyde in ～43% overall yields. The Royal Society of Chemistry.
THE SYNTHESIS OF CHLORODEOXYHEXOFURANOID DERIVATIVES
Parolis, Haralambos
, p. 21 - 34 (2007/10/02)
The reaction of 1,2-O-isopropylidene-α-D-glucofuranose with sulfuryl chloride at 0 deg C and at 50 deg C afforded 6-chloro-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose 3,5-bis(chlorosulfate) (3) and 5,6-dichloro-5,6-dideoxy-1,2-O-isopropylidene-β-L-idof
