(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

Base Information

Chemical Name:(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
CAS No.:1255790-48-7
Molecular Formula:C₅₀H₆₇NO₈Si
Molecular Weight:838.169
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 8 articles about (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 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: 96.0%

: 1255790-50-1
(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

: 1255790-48-7
(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

Guidance literature:: With barium manganate; In benzene; at 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.117

Reference yield:

: 1273030-12-8
8-benzyloxy-4-((2R,4R,5S,6R)-5-benzyloxytetrahydro-6-methyl-4-dimethylamino-2H-pyran-2-yl)-9,10-dimethoxy-6-methylanthracen-1-ol

: 1255790-48-7
(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

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 21 h / 0 - 20 °C / Inert atmosphere

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

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

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

5.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0 h / -78 °C / Inert atmosphere

5.2: -78 - 20 °C / Inert atmosphere

5.3: 20 °C / Inert atmosphere

6.1: barium manganate / benzene / 3.5 h / 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; barium manganate; 20% palladium hydroxide on carbon; hydrogen; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; mineral oil; pentane; benzene;
DOI:10.1016/j.tet.2011.05.117

Reference yield:

: 1273041-96-5
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

: 1255790-48-7
(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

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

2.3: 20 °C / Inert atmosphere

3.1: barium manganate / benzene / 3.5 h / 20 °C / Inert atmosphere

With barium manganate; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; mineral oil; pentane; benzene;
DOI:10.1016/j.tet.2011.05.117