695177-56-1

Basic information

• Product Name: (2S,3R)-3-[(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid methyl ester
• Synonyms: (2S,3R)-3-[(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid methyl ester
• CAS NO: 695177-56-1
• Molecular Weight: 1127.3
• Mol File: 695177-56-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R)-3-[(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-3-[(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid methyl ester(695177-56-1)
• EPA Substance Registry System: (2S,3R)-3-[(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid methyl ester(695177-56-1)

Safety Data

• Hazardous Substances Data: 695177-56-1(Hazardous Substances Data)

Upstream product

• 695177-43-6 O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->3)-6-O-(triisopropylsilyl)-D-galactal 
• 166021-01-8 1,5-anhydro-6-O-triisopropylsilyl-2-deoxy-D-lyxo-hex-1-enitol 
• 130177-78-5 O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate 
• 60538-19-4 N-(tert-butoxycarbonyl)-l-threonine methyl ester 
• 365455-39-6 (2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran 

Relevant articles and documents

Efficient methods for glycosidations with glycals - A key intermediate for the synthesis of mucin core 1-type O-glycan

The use of glycals as acceptors in glycosylation reactions is hampered by their sensitivity to acids. We report here on the successful use of mild Lewis acid [Sn(OTf)2] as catalyst for the glycosylation with O-glycosyl trichloroacetimidates and on the development of this method to construct a key intermediate for the synthesis of mucin type O-glycans. To this end, chemoselective nitration of O-glycosylated glycals, stereoselective threonine addition, and reduction of the nitro group to the amino group by an efficient procedure avoiding the use of an expensive catalyst was performed.