1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone

Base Information

• Chemical Name: 1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone
• CAS No.: 114192-63-1
• Molecular Formula: C₄₆H₄₄O₆
• Molecular Weight: 692.852
• Mol file: 114192-63-1.mol

Synonyms:1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone

Chemical Property of 1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone

There total 1 articles about 1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone 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:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + 1-(2-naphthalenyl)-1-(trimethylsilyloxy)ethylene (52119-18-3) → 1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone (114192-63-1)

Guidance literature:

With boron trifluoride diethyl etherate; trifluoroacetic anhydride; Yield given. Multistep reaction; 1.) dichloromethane, 30 min; 2.) dichloromethane, 20 min;

DOI:10.1039/c39870001245

Reference yield: 85.0%

1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone (114192-63-1) → 2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-acetonaphthone (124813-92-9)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Ambient temperature; K₂CO₃, 40 h;

Reference yield:

1-Naphthalen-2-yl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethanone (114192-63-1) → ((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid naphthalen-2-yl ester

Guidance literature:

With dihydrogen peroxide; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1039/c39870001245

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

1-(2-naphthalenyl)-1-(trimethylsilyloxy)ethylene

Downstream raw materials:

2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2'-acetonaphthone

methyl 2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)acetate

2-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)ethanol