methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate

Base Information

• Chemical Name: methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate
• CAS No.: 948997-74-8
• Molecular Formula: C₂₃H₂₈N₂O₁₀
• Molecular Weight: 492.483
• Mol file: 948997-74-8.mol

Synonyms:methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate

Chemical Property of methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate

There total 22 articles about methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

methyl (3aS,5aR,7S,8aR,8bR)-7-((E)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxoprop-1-en-1-yl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate → methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate (948997-74-8)

Guidance literature:

With (+)-1,2-bis-[(2S,5S)-2,5-diethylphospholano]benzene (1,5-cycloctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; In ethanol; at 20 ℃; for 88h; under 10343.2 Torr;

DOI:10.1021/acs.orglett.5b01821

Reference yield: 83.0%

C23H26N2O10 (948997-73-7) → methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate (948997-74-8)

Guidance literature:

With hydrogen; [Rh(I)(COD)-(S,S)-Et-DuPHOS]⁽¹⁺⁾*OTf^(1-); In tetrahydrofuran; at 20 ℃; for 88h; under 6750.68 Torr;

DOI:10.1021/jo702116c

Reference yield: 83.0%

C23H26N2O10 → methyl (3aS,5aR,7R,8aR,8bR)-7-((S)-2-(((benzyloxy)carbonyl)amino)-3-methoxy-3-oxopropyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate (948997-74-8)

Guidance literature:

With hydrogen; [Rh(I)(COD)-(S,S)-Et-DuPHOS]⁽¹⁺⁾*OTf^(1-); In tetrahydrofuran; at 20 ℃; under 6750.68 Torr;

DOI:10.1016/j.tetlet.2007.05.180

upstream raw materials:

(3aS,5aR,7S,8aS,8bS)-methyl 7-{[(tert-butyldimethylsilyl)-oxy]methyl}-2,2-dimethylhexahydro-3aH-[1,3]dioxolo[4,5-d]furo[3,2-b]pyran-7-carboxylate

methyl (3aS,5aR,7S,8aR,8bR)-7-(((tert-butyldimethylsilyl)oxy)methyl)-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate

methyl (3aS,5aR,7S,8aR,8bR)-7-(((tert-butyldimethylsilyl)oxy)methyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate

methyl (3aS,5aR,7S,8aR,8bR)-7-(hydroxymethyl)-1-methyl-2-oxooctahydro-2H-furo[2',3':5,6]pyrano[4,3-d]oxazole-7-carboxylate