5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

Base Information

Chemical Name:5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol
CAS No.:166941-78-2
Molecular Formula:C₃₇H₃₆O₅
Molecular Weight:560.69
Hs Code.:

Synonyms:5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

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Chemical Property of 5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

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Technology Process of 5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

There total 1 articles about 5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol 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: 90.0%

: 109972-84-1
1-Benzyloxy-5-hydroxynaphthalene

: (2R,3R,4R)-3,4-Bis-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran

: 166941-78-2
5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1002/ijch.199700004

Reference yield: 100.0%

: 108-24-7
acetic anhydride

: 166941-78-2
5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

: 194656-96-7
Acetic acid 5-benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-yl ester

Guidance literature:: With pyridine; dmap; at 20 ℃;
DOI:10.1021/ja00137a026

Reference yield:

: 166941-78-2
5-Benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-ol

: 194656-97-8
Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-((R)-3-benzyloxy-8-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-9-yl)-2-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / DMAP, pyridine / CH₂Cl₂ / 13 h

2: 99 percent / H₂ / 5percent Pd/C / ethanol / 14 h

3: 94 percent / NBS, AcOH / H₂O / 4 h / 70 °C

4: 92 percent / HClO₄ / 0.33 h

5: 72 percent / benzene / 12 h / Heating

6: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

7: 80 percent / aq. LiOH / tetrahydrofuran / 0.67 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; N-Bromosuccinimide; perchloric acid; hydrogen; Dess-Martin periodane; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; benzene;
DOI:10.1002/ijch.199700004