(3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole

Base Information

Chemical Name:(3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole
CAS No.:1384461-91-9
Molecular Formula:C₃₁H₂₆ClF₂NO₃
Molecular Weight:534.002
Hs Code.:

Synonyms:(3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole

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Chemical Property of (3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole

Chemical Property:

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Technology Process of (3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole

There total 1 articles about (3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole 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:

: 1174321-93-7
(3aR,4S)-4-((trityloxy)methyl)-3,3a,4,6-tetrahydrofuro[3,4-c]isoxazole

: 38361-37-4
1-chloro-2,6-difluorobenzene

: 1384461-91-9
(3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole

Guidance literature:: 1-chloro-2,6-difluorobenzene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 0.75h; Inert atmosphere;

(3aR,4S)-4-((trityloxy)methyl)-3,3a,4,6-tetrahydrofuro[3,4-c]isoxazole; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Reference yield:

: 1384461-91-9
(3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole

: 1384461-92-0
((2S,3R,4S)-4-amino-4-(3-chloro-2,4-difluorophenyl)-2-((trityloxy)methyl)tetrahydrofuran-3-yl)methanol

Guidance literature:: With acetic acid; zinc; at 20 ℃;

Reference yield:

: 1384461-91-9
(3aR,4S,6aS)-6a-(3-Chloro-2,4-difluorophenyl)-4-((trityloxy)methyl) hexahydrofuro[3,4-c]isoxazole

: 1384461-76-0
(4aS,5S,7aS)-7a-(2,4-difluoro-5-(pyrimidin-5-yl)phenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Guidance literature:: Multi-step reaction with 10 steps

1.1: zinc; acetic acid / 20 °C

2.1: ammonium formate / palladium 10% on activated carbon / methanol / 20 °C / Inert atmosphere

3.1: dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: trifluoromethylsulfonic anhydride / pyridine / 2.17 h / -20 - 20 °C / Inert atmosphere

5.1: formic acid / water / 2.67 h / 20 °C

5.2: 0.5 h / 20 °C

6.1: Nonafluorobutanesulfonyl fluoride; triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2.17 h / 0 - 20 °C / Inert atmosphere; Cooling with ice

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 20 - 65 °C / Inert atmosphere

8.1: N-Bromosuccinimide; sulfuric acid / sulfolane; trifluoroacetic acid / 0.75 h / 60 °C

9.1: triethylamine / tetrahydrofuran / 1 h / 100 °C

10.1: caesium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; ethanol; water / 0.75 h / 100 °C

10.2: 1 h / 20 °C

With N-Bromosuccinimide; formic acid; Nonafluorobutanesulfonyl fluoride; trifluoromethylsulfonic anhydride; sulfuric acid; ammonium formate; caesium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine tris(hydrogen fluoride); triethylamine; zinc; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; pyridine; sulfolane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; trifluoroacetic acid;