1332640-34-2

Upstream product

• 1233851-77-8 C₂₁H₃₅NO₄Si 
• 1826-67-1 vinyl magnesium bromide 
• 100-46-9 benzylamine 
• 217309-46-1 5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose 
• 593-60-2 Vinyl bromide 

Downstream Products

• 1332640-36-4 benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl)carbamate 
• 1332640-37-5 3-benzyl-4-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)oxazolidin-2-one 
• 1332640-38-6 (S)-3-benzyl-4-((4S,5R)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-oxazolidin-2-one 
• 1332640-40-0 (S)-3-benzyl-4-((4S,5R)-2,2-dimethyl-5-((Z)-tetradec-1-enyl)-1,3-dioxolan-4-yl)oxa-zolidin-2-one 
• 1332640-41-1 (2S,3S,4r,Z)-2-(benzylamino)octadec-5-ene-1,3,4-triol 
• 554-62-1 D-ribo-phytosphingosine 
• 175696-50-1 tert-butyl [(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]carbamate 
• 1332640-35-3 benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate 
• 1430411-30-5 (R)-1-{(4R,5S)-5-[(S)-1-benzyl-2,5-dihydro-1H-pyrrol-2-yl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-(tert-butyldimethylsilyloxy)ethanol 
• 1430411-29-2 (R)-1-[(4R,5S)-5-{(S)-1-[allyl(benzyl)amino]allyl}-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(tert-butyldimethylsilyloxy)ethanol 

Relevant academic research and scientific papers

A common approach to the total synthesis of l-1-deoxyallonojirimycin, l-homo-1-deoxyazaallose and triacetyl derivative of 5-epi hyacinthacine A5

A common strategy for the synthesis of polyhydroxylated piperidines l-1-deoxyallonojirimycin, l-homo-1-deoxyazaallose and triacetyl derivative of 5-epi hyacinthacine A5 from the readily available d-ribose as a starting material has been describ

A divergent and stereoselective approach for the syntheses of some polyhydroxylated indolizidine and pyrrolizidine iminosugars

A common, divergent, and efficient approach to the syntheses of (+)-steviamine (9), (-)-1-deoxy-8a-epi-castanospermine (10), (+)-trihydroxyindolizidine (11), (+)-3,7a-di-epi-hyacinthacine A1 (12), and (-)-2-epi-lentiginosine (4) was achieved by starting from D-ribose-derived intermediate 13. The key steps involved in these syntheses are a highly diasteroselective Grignard addition to a ribosylimine, a one-pot stereoselective intramolecular reductive amination, a selectve deprotection of a silyl ether, and a ring-closing metathesis (RCM) reaction. A divergent approach to synthesize small molecules is a challenging task for synthetic chemists, but it is needed for examining structure-activity relationships. We report the syntheses of (+)-steviamine (9), (-)-1-deoxy-8a-epi-castanospermine (10), (+)-trihydroxyindolizidine (11), (+)-3,7a-di-epi-hyacinthacine A1 (12), and (-)-2-epi-lentiginosine (4) from D-ribose-derived N-glycosylamine 13. Copyright

A common and stereoselective strategy for the synthesis of N,O,O,O-tetra-acetyl d-ribo-(2S,3S,4R)-phytosphingosine and 2-epi-jaspine B

A common and stereoselective strategy for the synthesis of N,O,O,O-tetra-acetyl d-ribo-(2S,3S,4R)-phytosphingosine and 2-epi-jaspine B was achieved by using Grignard addition on N-benzyl sugar lactamine and Wittig olefination as key steps.