135131-60-1

Basic information

• Product Name: (2R,3R,4R,5S,6R)-2-Allyloxy-3,4,5-tris-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexanone
• Synonyms: (2R,3R,4R,5S,6R)-2-Allyloxy-3,4,5-tris-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexanone
• CAS NO: 135131-60-1
• Molecular Weight: 608.731
• Mol File: 135131-60-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R,5S,6R)-2-Allyloxy-3,4,5-tris-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R,5S,6R)-2-Allyloxy-3,4,5-tris-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexanone(135131-60-1)
• EPA Substance Registry System: (2R,3R,4R,5S,6R)-2-Allyloxy-3,4,5-tris-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexanone(135131-60-1)

Safety Data

• Hazardous Substances Data: 135131-60-1(Hazardous Substances Data)

Upstream product

• 18311-26-7 methyl 6-O-trityl-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 85716-43-4 methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 85716-44-5 methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside 
• 133218-74-3 4,5,6-tri-O-benzyl-1,2-anhydro-myo-inositol 
• 102997-58-0 (1R,2R,3S)-tris(phenylmethoxy)-6S-hydroxy-cyclohex-4-ene 
• 135267-00-4 1-O-Allyl-2,3,4-tri-O-benzyl-D-chiro-inositol 
• 85798-11-4 (4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 2595-06-4 methyl 2,3,4-tri-O-benzyl-6-O-trityl-α-D-glucopyranoside 
• 135131-58-7 1-O-Allyl-2,3,4-tri-O-benzyl-5-O-(p-methoxybenzyl)-D-chiro-inositol 

Downstream Products

• 129210-15-7 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol 1-phosphate 
• 158215-60-2 2-O-Allyl-3,4,5-tri-O-benzyl-1-O-(dibenzylphosphono)-D-myo-inositol 
• 158215-59-9 2-O-Allyl-3,4,5-tri-O-benzyl-1-O-(dibenzylphosphono)-6-O-(p-methoxybenzyl)-D-myo-inositol 
• 158215-62-4 3,4,5-Tri-O-benzyl-1-O-(dibenzylphosphono)-6-(2-azido-2-deoxy-3,4-dibenzyl-α-D-glucopyranosyl)-D-myo-inositol 
• 1053733-28-0 Phosphoric acid (1R,2R,3R,4R,5S,6R)-2-allyloxy-6-((2R,3R,4R,5S,6R)-3-azido-4,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5-tris-benzyloxy-cyclohexyl ester dibenzyl ester 
• 158215-61-3 2-O-Allyl-3,4,5-tri-O-benzyl-1-O-(dibenzylphosphono)-6-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol 
• 135267-02-6 2-O-Allyl-3,4,5-tri-O-benzyl-6-O-(p-methoxybenzyl)-myo-inositol 
• 135131-58-7 1-O-Allyl-2,3,4-tri-O-benzyl-5-O-(p-methoxybenzyl)-D-chiro-inositol 

Relevant articles and documents

An effective strategy for the synthesis of 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-chiro- and -D-myo-inositol 1-phosphate related to putative insulin mimetics

Two glycosylinositol phosphates related to putative insulin mimetics, 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-chiro-inositol 1-phosphate (1) and 6-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol 1-phosphate (2), have been synthesized from selectively protected and enantiomerically pure D-chiro- and myo-inositol derivatives. The D-chiro-inositol unit was prepared in a multigram scale from D-glucose using the Ferrier's carbocyclization route, and it was transformed into the corresponding myo epimer by an oxidation-reduction sequence. The trichloroacetimidate method was applied efficiently for the key glycosylation of the inositol derivatives.