methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Base Information

Chemical Name:methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate
CAS No.:1609201-32-2
Molecular Formula:C₂₅H₂₉FN₂O₆S
Molecular Weight:504.579
Hs Code.:

methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

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Chemical Property of methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

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Technology Process of methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

There total 16 articles about methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-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:

: 1609201-08-2
methyl (1aR,7bS)-5-[4-fluoro-2-((R)-pyrrolidin-3-ylmethyl)benzenesulfonylamino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

: 1609201-32-2
methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride / dichloromethane / 22 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 19 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; In tetrahydrofuran; dichloromethane;

Reference yield:

: 1609122-85-1
4-fluoro-2-[(R)-1-(2,2,2-trifluoroacetyl)pyrrolidin-3-ylmethyl]benzenesulfonyl chloride

: 1609201-32-2
methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 4 h / 20 °C

2: potassium carbonate / methanol / 2.5 h / 20 - 55 °C

3: sodium tris(acetoxy)borohydride / dichloromethane / 22 h / 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 19 h / 20 °C / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 1412977-28-6
tert butyl (R)-3-(3-fluorobenzyl)-pyrrolidine-1-carboxylate

: 1609201-32-2
methyl (1aR,7bS)-5-{4-fluoro-2-[(R)-1-(2-hydroxyethyl)pyrrolidin-3-ylmethyl]benzenesulfonylamino}-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

1.2: 0.5 h / Cooling with ice

2.1: chlorosulfonic acid / chloroform / 0.75 h / 20 °C / Cooling with ice

3.1: pyridine / dichloromethane / 4 h / 20 °C

4.1: potassium carbonate / methanol / 2.5 h / 20 - 55 °C

5.1: sodium tris(acetoxy)borohydride / dichloromethane / 22 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 19 h / 20 °C / Inert atmosphere

With pyridine; chlorosulfonic acid; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform;