(2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

Base Information

• Chemical Name: (2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol
• CAS No.: 69850-47-1
• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.434
• Mol file: 69850-47-1.mol

Synonyms:(2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

Chemical Property of (2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

There total 23 articles about (2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-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: 88.0%

methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside (61199-76-6) → (2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol (69850-47-1)

Guidance literature:

With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0008-6215(00)81894-7

Reference yield: 77.0%

methyl 3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranoside (135041-31-5) → (2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol (69850-47-1)

Guidance literature:

With acetic acid; palladium on activated charcoal; In ethanol; at 75 ℃; for 48h;

DOI:10.1021/ja00056a041

Reference yield: 75.0%

methyl 4-O-benzyl-α-L-rhamnopyranoside (25019-69-6) + benzyl bromide (100-39-0) → (2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol (69850-47-1) + methyl-3,4-di-O-benzyl-α-L-rhamnopyranoside (69558-07-2)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water;

DOI:10.1016/j.tetlet.2010.06.027

upstream raw materials:

methyl 4-O-benzyl-2,3-O-(S)-benzylidene-α-L-rhamnopyranoside

methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside

methyl 4-O-benzyl-α-L-rhamnopyranoside

benzyl bromide

Downstream raw materials:

methyl-2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

methyl-2,4-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside

C₅₅H₅₂O₁₄

C₃₀H₄₂O₉