(2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine

Base Information

• Chemical Name: (2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine
• CAS No.: 1255790-49-8
• Molecular Formula: C₄₃H₆₀BrNO₇Si
• Molecular Weight: 810.941

Synonyms:(2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine

Chemical Property of (2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine

There total 6 articles about (2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine 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: 89.0%

5-((2R,4R,5S,6R)-5-benzyloxy-4-dimethylamino-6-methyltetrahydro-2H-pyran-2-yl)-2-bromo-9,10-dimethoxy-3-methyl-8-triisopropylsilyloxyanthracen-1-ol (1273041-96-5) + chloromethyl methyl ether (107-30-2) → (2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine (1255790-49-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/ja107926f

Reference yield:

8-benzyloxy-4-((2R,4R,5S,6R)-5-benzyloxytetrahydro-6-methyl-4-dimethylamino-2H-pyran-2-yl)-9,10-dimethoxy-6-methylanthracen-1-ol (1273030-12-8) → (2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine (1255790-49-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 2,6-dimethylpyridine / dichloromethane / 21 h / 0 - 20 °C / Inert atmosphere

2: pyridine; 20% palladium hydroxide on carbon; hydrogen / methanol; ethyl acetate / 2 h

3: N-Bromosuccinimide / dichloromethane / 4 h / -78 - 20 °C / Inert atmosphere

4: sodium hydride / tetrahydrofuran; mineral oil / 0.42 h / 0 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; 20% palladium hydroxide on carbon; hydrogen; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; mineral oil;

DOI:10.1016/j.tet.2011.05.117

Reference yield:

5-((2R,4R,5S,6R)-5-benzyloxy-4-dimethylamino-6-methyltetrahydro-2H-pyran-2-yl)-9,10-dimethoxy-3-methyl-8-triisopropylsilyloxyanthracen-1-ol (1273038-27-9) → (2R,3S,4R,6R)-3-(benzyloxy)-6-(6-bromo-9,10-dimethoxy-5-(methoxymethoxy)-7-methyl-4-((triisopropylsilyl)oxy)anthracen-1-yl)-N,N,2-trimethyltetrahydro-2H-pyran-4-amine (1255790-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / dichloromethane / 4 h / -78 - 20 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran; mineral oil / 0.42 h / 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1016/j.tet.2011.05.117

upstream raw materials:

5-((2R,4R,5S,6R)-5-benzyloxy-4-dimethylamino-6-methyltetrahydro-2H-pyran-2-yl)-2-bromo-9,10-dimethoxy-3-methyl-8-triisopropylsilyloxyanthracen-1-ol

chloromethyl methyl ether

8-benzyloxy-4-((2R,4R,5S,6R)-5-benzyloxytetrahydro-6-methyl-4-dimethylamino-2H-pyran-2-yl)-9,10-dimethoxy-6-methylanthracen-1-ol

(2R,4R,5S,6R)-5-benzyloxy-2-(6-benzyloxy-5,10-dimethoxy-8-methyl-4-(triisopropylsilyloxy)anthracen-1-yl)-N,N,6-trimethyltetrahydro-2H-pyran-4-amine

Downstream raw materials:

(E)-1'-(5-((2R,4R,5S,6R)-5-benzyloxy-4-dimethylamino-6-methyltetrahydro-2H-pyran-2-yl)-9,10-dimethoxy-1-(methoxymethoxy)-3-methyl-8-(triisopropylsilyloxy)anthracen-2-yl)-4'-methylhex-4'-en-2'-yn-1'-ol

(E)-1''-(5'-((2R,4R,5S,6R)-5-benzyloxy-4-dimethylamino-6-methyltetrahydro-2H-pyran-2-yl)-9',10'-dimethoxy-1'-methoxymethoxy-3'-methyl-8'-(triisopropylsilyloxy)anthracen-2'-yl)-4''-methylhex-4''-en-2''-yn-1''-one

10'-((2''S,3''S,4''S,6''S)-3''-acetoxy-4''-benzyloxycarbonylamino-2'',4''-dimethyltetrahydro-2H-pyran-6''-yl)-8'-((2R,4R,5S,6R)-5-benzyloxy-4-dimethylamino-6-methyltetrahydro-2H-pyran-2-yl)-1'-((E)-but-2'''-3n-2'''-yl)-7',12'-dimethoxy-5'-methyl-4'-oxo-4H-naphtho[2,3-h]chromen-11'-yl acetate

C₄₈H₆₃NO₇Si

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