(8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone

Base Information

Chemical Name:(8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone
CAS No.:143033-00-5
Molecular Formula:C₂₆H₂₂O₇
Molecular Weight:446.456
Hs Code.:

Synonyms:

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Chemical Property of (8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone

Chemical Property:

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Technology Process of (8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone

There total 6 articles about (8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone 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:

: 55533-86-3,120615-67-0
3-O-Benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose

: 143033-00-5
(8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone

Guidance literature:: Multi-step reaction with 4 steps

1: 450 mg / aq. sodium metaperiodate / methanol / 0.25 h / Ambient temperature

2: 1) acetic acid, piperidine, 3) air / 1) 2-propanol, 0 deg C, 30 min, 2) room temperature, 24 h

3: sodium metaperiodate / tetrahydrofuran; H₂O / 3 h / Ambient temperature

4: 1) aq. KOH, sodium dithionite, 2) 1 N NaOH, air / 1) MeOH, THF, room temperature, 12 h

With piperidine; potassium hydroxide; sodium hydroxide; sodium periodate; sodium dithionite; air; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4020(01)81581-7

Reference yield:

: 55533-85-2
3-O-benzyl-3-C-methyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 143033-00-5
(8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / 75percent aq. acetic acid / 18 h / Ambient temperature

2: 450 mg / aq. sodium metaperiodate / methanol / 0.25 h / Ambient temperature

3: 1) acetic acid, piperidine, 3) air / 1) 2-propanol, 0 deg C, 30 min, 2) room temperature, 24 h

4: sodium metaperiodate / tetrahydrofuran; H₂O / 3 h / Ambient temperature

5: 1) aq. KOH, sodium dithionite, 2) 1 N NaOH, air / 1) MeOH, THF, room temperature, 12 h

With piperidine; potassium hydroxide; sodium hydroxide; sodium periodate; sodium dithionite; air; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4020(01)81581-7

Reference yield:

: 81841-44-3
3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose

: 143033-00-5
(8R,9R,10S)-9-O-benzyl-7,8,9,10-tetrahydro-6,8,9,10,11-pentahydroxy-9-methyl-5,12-naphthacenequinone

Guidance literature:: Multi-step reaction with 3 steps

1: 1) acetic acid, piperidine, 3) air / 1) 2-propanol, 0 deg C, 30 min, 2) room temperature, 24 h

2: sodium metaperiodate / tetrahydrofuran; H₂O / 3 h / Ambient temperature

3: 1) aq. KOH, sodium dithionite, 2) 1 N NaOH, air / 1) MeOH, THF, room temperature, 12 h

With piperidine; potassium hydroxide; sodium hydroxide; sodium periodate; sodium dithionite; air; acetic acid; In tetrahydrofuran; water;
DOI:10.1016/S0040-4020(01)81581-7