N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

Base Information

Chemical Name:N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide
CAS No.:1446752-52-8
Molecular Formula:C₂₄H₂₆N₂O₇
Molecular Weight:454.48
Hs Code.:

Synonyms:N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

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Chemical Property of N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

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Technology Process of N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

There total 6 articles about N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide 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:

: N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

: 1446752-52-8
N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 8h;
DOI:10.1016/j.cclet.2013.04.046

Reference yield:

: benzyl ((3R,4S,5R)-5,6-dihydroxy-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl)carbamate

: 1446752-52-8
N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12.5 h / 0 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1: |Mitsunobu Displacement;
DOI:10.1016/j.cclet.2013.04.046

Reference yield:

: 1309369-11-6
(3R,4S)-4-amino-3-methoxy-2-methylhept-6-en-2-ol

: 1446752-52-8
N-(7-(((2R,3R,4S,5R)-4-amino-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2-oxo-2H-chromen-3-yl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: sodium carbonate / water; diethyl ether / 6 h / 0 - 20 °C

2: sodium periodate; osmium(VIII) oxide; 2,6-dimethylpyridine / water; 1,4-dioxane; toluene / 5 h / 20 °C

3: benzenesulfonyl chloride; pyridine / 3 h / 120 °C

4: 3-chloro-benzenecarboperoxoic acid / water; diethyl ether / 6 h / 0 - 20 °C

5: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12.5 h / 0 - 20 °C / Inert atmosphere

6: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; palladium 10% on activated carbon; hydrogen; sodium carbonate; benzenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water; toluene; 5: |Mitsunobu Displacement;
DOI:10.1016/j.cclet.2013.04.046