3,5-Bis-benzyloxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol

Base Information

• Chemical Name: 3,5-Bis-benzyloxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol
• CAS No.: 188579-05-7
• Molecular Formula: C₅₄H₅₂O₈
• Molecular Weight: 829.002
• Mol file: 188579-05-7.mol

Synonyms:3,5-Bis-benzyloxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 3,5-Bis-benzyloxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol 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: 24.0%

1,3-dibenzylphloroglucinol (63604-98-8) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride (89025-46-7) → 3,5-Bis-benzyloxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol (188579-05-7) + (2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(3,5-bis-benzyloxy-phenoxy)-tetrahydro-pyran + (2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(3,5-bis-benzyloxy-phenoxy)-tetrahydro-pyran

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 20 ℃; for 1.25h;

DOI:10.1016/S0008-6215(96)00280-7

Reference yield: 88.0%

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride (89025-46-7) + 3,5-Bis-benzyloxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol (188579-05-7) → 3,5-Bis-benzyloxy-2,6-bis-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0 ℃; for 0.75h;

DOI:10.1016/S0008-6215(96)00280-7

Reference yield:

3,5-Bis-benzyloxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-phenol (188579-05-7) → phloroglucinol-C-β-D-glucoside (88885-05-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 24h; Ambient temperature;

DOI:10.1016/S0008-6215(96)00280-7

upstream raw materials:

1,3-dibenzylphloroglucinol

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride

Downstream raw materials:

phloroglucinol-C-β-D-glucoside