(3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide

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Chemical Name:(3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide
CAS No.:1204342-83-5
Molecular Formula:C₂₆H₃₅FN₂O₅S
Molecular Weight:506.639
Hs Code.:

Synonyms:

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Chemical Property of (3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide

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Technology Process of (3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide

There total 13 articles about (3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide 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:

: C₂₆H₃₃FN₂O₇S

: 1204342-83-5
(3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide

Guidance literature:: With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at 0 - 5 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm300069y

Reference yield:

: (3RS,5RS)-allyl 5-((tert-butoxycarbonyl)amino)-4-oxotetrahydro-2H-thiopyran-3-carboxylate

: 1204342-83-5
(3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / acetone / 2.5 h / 25 - 30 °C / Inert atmosphere

2.1: palladium diacetate; triethylamine; triphenylphosphine / tert-butyl methyl ether / 16 h / 25 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -70 °C / Inert atmosphere

4.1: Chiralpak AD-I / ethanol; n-heptane / Inert atmosphere

5.1: potassium peroxymonosulfate / tetrahydrofuran; water / 2 h / 40 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane / 2 h / 25 °C / Inert atmosphere

7.1: sodium acetate / methanol; dichloromethane / 0.5 h / 25 °C / Inert atmosphere

7.2: 1 h / Inert atmosphere

7.3: 0.25 h / Inert atmosphere

8.1: potassium hydroxide / tetrahydrofuran / 0.33 h / Microwave irradiation

9.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 2 h / 0 - 5 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; potassium peroxymonosulfate; nickel(II) chloride hexahydrate; sodium acetate; palladium diacetate; potassium carbonate; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; n-heptane; dichloromethane; tert-butyl methyl ether; water; acetone;
DOI:10.1021/jm300069y

Reference yield:

: 1123172-88-2
3,5-difluoro-4-nitro-benzonitrile

: 1204342-83-5
(3S,4S,5R)-3-(4-amino-3-fluoro-5-(oxetan-3-yloxy)benzyl)-5-((3-(tert-butyl)benzyl)amino)-4hydroxytetrahydro-2H-thiopyran 1,1-dioxide

Guidance literature:: Multi-step reaction with 12 steps

1.1: thionyl chloride / 0 - 25 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 4 h / 0 - 5 °C / Inert atmosphere

2.2: 0.5 h / 25 °C / Cooling with ice; Inert atmosphere

3.1: phosphorus tribromide / 24 h / 25 °C / Inert atmosphere

4.1: potassium carbonate / acetone / 2.5 h / 25 - 30 °C / Inert atmosphere

5.1: palladium diacetate; triethylamine; triphenylphosphine / tert-butyl methyl ether / 16 h / 25 °C / Inert atmosphere

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -70 °C / Inert atmosphere

7.1: Chiralpak AD-I / ethanol; n-heptane / Inert atmosphere

8.1: potassium peroxymonosulfate / tetrahydrofuran; water / 2 h / 40 °C / Inert atmosphere

9.1: hydrogenchloride / 1,4-dioxane / 2 h / 25 °C / Inert atmosphere

10.1: sodium acetate / methanol; dichloromethane / 0.5 h / 25 °C / Inert atmosphere

10.2: 1 h / Inert atmosphere

10.3: 0.25 h / Inert atmosphere

11.1: potassium hydroxide / tetrahydrofuran / 0.33 h / Microwave irradiation

12.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 2 h / 0 - 5 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; thionyl chloride; potassium peroxymonosulfate; nickel(II) chloride hexahydrate; sodium acetate; palladium diacetate; phosphorus tribromide; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; n-heptane; dichloromethane; tert-butyl methyl ether; water; acetone;
DOI:10.1021/jm300069y