{3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester
• CAS No.: 166337-61-7
• Molecular Formula: C₂₈H₂₉NO₅
• Molecular Weight: 459.542

Synonyms:{3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester

Chemical Property of {3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester

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Technology Process of {3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester

There total 1 articles about {3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester 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: 68.0%

6,7,8,9-Tetrahydro-4-hydroxycycloheptapyran-2(5H)-on (102654-30-8) + m-<(benzyloxycarbonyl)amino>phenyl cyclopropyl carbinol (162174-77-8) → {3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester (166337-61-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 20 ℃; for 72h;

DOI:10.1021/jm960441m

Reference yield: 82.0%

{3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester (166337-61-7) → 3-[(3-Amino-phenyl)-cyclopropyl-methyl]-4-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyran-2-one (166337-62-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 18h; under 2482.3 Torr;

DOI:10.1021/jm960441m

Reference yield:

{3-[Cyclopropyl-(4-hydroxy-2-oxo-2,5,6,7,8,9-hexahydro-cyclohepta[b]pyran-3-yl)-methyl]-phenyl}-carbamic acid benzyl ester (166337-61-7) → N-[3-[Cyclopropyl(2,5,6,7,8,9-hexahydro-4-hydroxy-2-oxocyclohepta[b]pyran-3-yl)methyl]phenyl]-methanesulfonamide

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / H₂ / 10percent Pd/C / methanol / 18 h / 2482.3 Torr

2: 15 percent / pyridine / CH₂Cl₂ / 18 h / Ambient temperature

With pyridine; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm960441m

upstream raw materials:

6,7,8,9-Tetrahydro-4-hydroxycycloheptapyran-2(5H)-on

m-<(benzyloxycarbonyl)amino>phenyl cyclopropyl carbinol

Downstream raw materials:

3-[(3-Amino-phenyl)-cyclopropyl-methyl]-4-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyran-2-one

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