78890-57-0

Basic information

• Product Name: Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
• Synonyms: Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
• CAS NO: 78890-57-0
• Molecular Weight: 650.812
• Mol File: 78890-57-0.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester(78890-57-0)
• EPA Substance Registry System: Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester(78890-57-0)

Safety Data

• Hazardous Substances Data: 78890-57-0(Hazardous Substances Data)

Upstream product

• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 6564-72-3 2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 98-89-5 Cyclohexanecarboxylic acid 
• 90357-89-4 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate 
• 78890-54-7 1-O-butanoyl-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose 

Downstream Products

• 78890-62-7 tert-Butoxy-acetic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-63-8 tert-Butoxy-acetic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-60-5 Methoxy-acetic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-54-7 1-O-butanoyl-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose 
• 78890-55-8 1-O-butanoyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose 
• 78890-66-1 (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-67-2 (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-carboxylic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-65-0 (3aS,4S,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-70-7 C₃₇H₄₀⁽²⁾H₂O₇ 
• 78890-64-9 (2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-tert-butoxy-ethoxy)-tetrahydro-pyran 
• 78890-61-6 2-methoxyethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 78890-56-9 n-butyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 78890-59-2 Methoxy-acetic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 78890-58-1 Cyclohexanecarboxylic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 

Relevant articles and documents

Leaving group based intramolecular glycoside bond formation

Sterically crowded β-hydroxy-substituted glucosyl carboxylates 4α,β furnish with strong alkylating agents 5a-c in the presence of base diastereoselectively α- or β-glucosides 6a-c, respectively; in addition, β-lactone 7 is formed. The reaction is discusse

A CONVENIENT STEREOSELECTIVE SYNTHESIS OF α-GLYCOSYL ESTERS

The anomeric hydroxyl group of 2,3,4,6-tetra-O-benzyl-D-glucopyranose was esterified by reaction of the derived anomeric alkoxide with 2-acylthio-3-nitropyridines at -78 deg C.The resultant esters were obtained with high anomeric diastereoselectivity (α:β