6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone

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Chemical Name:6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone
CAS No.:603964-55-2
Molecular Formula:C₃₁H₂₉BrO₆
Molecular Weight:577.472
Hs Code.:

Synonyms:6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone

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Chemical Property of 6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone

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Technology Process of 6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone

There total 3 articles about 6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone 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: 61.0%

: 171081-04-2
6-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-5-methoxy-1,4-naphthoquinone

: 603964-55-2
6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone

Guidance literature:: 6-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-5-methoxy-1,4-naphthoquinone; With bromine; In chloroform; at 0 ℃;

With ethanol; acetic acid; Heating;
DOI:10.1016/S0040-4039(02)02666-7

Reference yield:

: 551939-59-4
2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-1-ol

: 603964-55-2
6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide

2.1: CAN / acetonitrile; H₂O

3.1: Br₂ / CHCl₃ / 0 °C

3.2: 61 percent / EtOH; AcOH / Heating

With ammonium cerium(IV) nitrate; bromine; sodium hydride; In chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(02)02666-7

Reference yield:

: (2R,3R,4R,6R)-3,4-Bis-benzyloxy-2-methyl-6-(1,5,8-trimethoxy-naphthalen-2-yl)-tetrahydro-pyran

: 603964-55-2
6-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2-bromo-5-methoxy-[1,4]naphthoquinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: CAN / acetonitrile; H₂O

2.1: Br₂ / CHCl₃ / 0 °C

2.2: 61 percent / EtOH; AcOH / Heating

With ammonium cerium(IV) nitrate; bromine; In chloroform; water; acetonitrile;
DOI:10.1016/S0040-4039(02)02666-7