(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide

Base Information

• Chemical Name: (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide
• CAS No.: 1204343-84-9
• Molecular Formula: C₂₃H₂₈F₂N₂O₅S
• Molecular Weight: 482.549

Synonyms:(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxytetrahydro-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: 97.0%

(3R,4S,5S)-3-amino-5-(3,5-difluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide hydrochloride (1204343-82-7) + 3-(tert-butyl)benzaldehyde (23039-28-3) → (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide (1204343-84-9)

Guidance literature:

(3R,4S,5S)-3-amino-5-(3,5-difluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide hydrochloride; 3-(tert-butyl)benzaldehyde; With sodium acetate; In methanol; dichloromethane; at 25 ℃; for 0.5h; Inert atmosphere;

With sodium cyanoborohydride; In methanol; dichloromethane; for 1h; Inert atmosphere;

With hydrogenchloride; In methanol; dichloromethane; water; for 0.25h; Inert atmosphere;

DOI:10.1021/jm300069y

Reference yield:

(3,5-difluoro-4-nitrophenyl)methanol (1123172-89-3) → (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide (1204343-84-9)

Guidance literature:

Multi-step reaction with 8 steps

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

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

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

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

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

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

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

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

8.2: 1 h / Inert atmosphere

8.3: 0.25 h / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; potassium peroxymonosulfate; sodium acetate; palladium diacetate; phosphorus tribromide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; n-heptane; dichloromethane; tert-butyl methyl ether; water; acetone;

DOI:10.1021/jm300069y

Reference yield:

(3R,4S,5S)-3-((3-(tert-butyl)benzyl)-amino)-5-(3,5-difluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiothiopyran (1123173-00-1) → (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3,5-difluoro-4-nitro-benzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide (1204343-84-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

2.2: 1 h / Inert atmosphere

2.3: 0.25 h / Inert atmosphere

With hydrogenchloride; sodium acetate; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/jm300069y

upstream raw materials:

3,5-difluoro-4-nitro-benzonitrile

methyl 3,5-difluoro-4-nitrobenzoate

(3,5-difluoro-4-nitrophenyl)methanol

5-(bromomethyl)-1,3-difluoro-2-nitro-benzene

Downstream raw materials:

(3S,4S,5R)-3-(4-amino-3-(((R)-3-ethoxy-1,1,1-trifluoropropan-2-yl)oxy)-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide

(3S,4S,5R)-3-(4-amino-3-(((S)-3-ethoxy-1,1,1-trifluoropropan-2-yl)oxy)-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide

C₂₅H₃₂F₄N₂O₄S

C₂₇H₃₄F₄N₂O₇S

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