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

Base Information

• Chemical Name: 2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-1-ol
• CAS No.: 551939-59-4
• Molecular Formula: C₃₂H₃₄O₆
• Molecular Weight: 514.618
• Mol file: 551939-59-4.mol

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

Chemical Property of 2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-1-ol

There total 2 articles about 2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-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: 79.0%

5,8-dimethoxynaphthalen-1-ol (91963-30-3) + 3,4-di-O-benzyl-D-olivosyl acetate → 2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-1-ol (551939-59-4)

Guidance literature:

5,8-dimethoxynaphthalen-1-ol; With calcium sulfate; scandium tris(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at -30 ℃; for 0.666667h; Inert atmosphere;

3,4-di-O-benzyl-D-olivosyl acetate; In 1,2-dichloro-ethane; at -10 ℃; for 2h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201604697

Reference yield:

9-((2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-3,6-dimethoxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5,9-tetraene → 2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-1-ol (551939-59-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(02)02666-7

Reference yield: 97.0%

benzyl bromide (100-39-0) + 2-((2R,4R,5R,6R)-4,5-bis(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)-5,8-dimethoxynaphthalen-1-ol (551939-59-4) → C39H40O6

Guidance literature:

With sodium hydride; In water; N,N-dimethyl-formamide; mineral oil; at -30 - -10 ℃; for 2.5h;

DOI:10.1002/chem.201604697

upstream raw materials:

5,8-dimethoxynaphthalen-1-ol

Downstream raw materials:

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

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

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