(R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

Base Information

Chemical Name:(R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid
CAS No.:1310038-98-2
Molecular Formula:C₂₆H₂₅F₂NO₆S
Molecular Weight:517.55
Hs Code.:

Synonyms:(R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

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Chemical Property of (R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

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Technology Process of (R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

There total 14 articles about (R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid 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: 40.0%

: 1310039-02-1
2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

: 1310038-98-2
(R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

: 1310039-04-3
(S)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

Guidance literature:: With SFC Diacel OJ; In methanol; carbon dioxide; at 30 ℃; under 75007.5 Torr; Resolution of racemate;

Reference yield:

: 82072-23-9
3-(bromomethyl)benzaldehyde

: 1310038-98-2
(R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

: 1310039-04-3
(S)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / Reflux

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

2.2: 0.08 h

3.1: phosphorus tribromide / dichloromethane / 6 h / 0 - 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6.1: SFC Diacel OJ / methanol; carbon dioxide / 30 °C / 75007.5 Torr / Resolution of racemate

With lithium aluminium tetrahydride; phosphorus tribromide; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; carbon dioxide; N,N-dimethyl-formamide; acetone;

Reference yield:

: 117997-81-6
5-(benzyloxy)-2-(tert-butoxycarbonylamino)-5-oxopentanoic acid

: 1310038-98-2
(R)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

: 1310039-04-3
(S)-2-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-1,1-dioxo-1λ6-[1,2]thiazinane-3-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: dicyclohexyl-carbodiimide / dmap / dichloromethane / 1 h / 20 °C

2.1: hydrogen / palladium on activated charcoal / ethanol / 2 h / 2327.23 Torr

3.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -20 °C

3.2: 2 h / Cooling with ice

4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h

4.2: 5 h / 20 °C / Cooling with ice

5.1: sodium acetate; acetic acid / water / 0.17 h / Cooling with ice

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Cooling with ice

7.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

8.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

9.1: SFC Diacel OJ / methanol; carbon dioxide / 30 °C / 75007.5 Torr / Resolution of racemate

With 4-methyl-morpholine; di-isopropyl azodicarboxylate; hydrogen; sodium acetate; potassium carbonate; acetic acid; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; isobutyl chloroformate; dmap; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; carbon dioxide; water; N,N-dimethyl-formamide;