(-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate

Base Information

• Chemical Name: (-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate
• CAS No.: 1186292-56-7
• Molecular Formula: C₂₂H₂₁NO₅S
• Molecular Weight: 411.478
• Mol file: 1186292-56-7.mol

Synonyms:(-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate

Chemical Property of (-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate

There total 1 articles about (-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-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: 57.0%

(+)-dicarbonyl[hydridotris(1-pyrazolyl)borato][(η-3,4,5)-1-benzyloxycarbonyl-5-p-nitrobenzoyloxy-5,6-dihydro-2H-pyran-2-yl]molybdenum + 1-phenylsulfonyl-2-propanone (5000-44-2) → (-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate (1186292-56-7)

Guidance literature:

(+)-dicarbonyl[hydridotris(1-pyrazolyl)borato][(η-3,4,5)-1-benzyloxycarbonyl-5-p-nitrobenzoyloxy-5,6-dihydro-2H-pyran-2-yl]molybdenum; 1-phenylsulfonyl-2-propanone; With sodium hydride; In dimethyl sulfoxide; mineral oil; at 20 ℃; Inert atmosphere;

With copper(II) 2-ethylhexanoate; sodium hydride; In dimethyl sulfoxide; mineral oil; for 24h; optical yield given as %ee;

DOI:10.1021/ja9056322

Reference yield: 86.0%

(-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate (1186292-56-7) → (+)-(3aS,7aS)-benzyl 2-hydroxy-2-methyl-3,3a,5,7a-tetrahydrofuro[3,2-b]pyridine-4(2H)-carboxylate (1186292-57-8)

Guidance literature:

(-)-(3aR,7aS)-benzyl 2-methyl-3-(phenylsulfonyl)-5,7a-dihydrofuro[3,2-b]pyridine-4(3aH)-carboxylate; With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; at -35 - 20 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In water; acetone; at 20 ℃; for 0.333333h; pH=1; Inert atmosphere;

DOI:10.1021/ja9056322

upstream raw materials:

1-phenylsulfonyl-2-propanone

Downstream raw materials:

(+)-(3aS,7aS)-benzyl 2-hydroxy-2-methyl-3,3a,5,7a-tetrahydrofuro[3,2-b]pyridine-4(2H)-carboxylate