(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

Base Information

• Chemical Name: (2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol
• CAS No.: 193898-29-2
• Molecular Formula: C₆₂H₇₄O₁₁
• Molecular Weight: 995.263
• Mol file: 193898-29-2.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

3,4,6-tri-O-benzyl-D-glucal epoxide (74372-90-0) + octyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside (118249-72-2) → (2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol + (2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol (193898-29-2)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrahydrofuran; 1.) -78 deg C, 2 h, 2.) RT, 10 h;

DOI:10.1139/v97-095

Reference yield:

(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol (193898-29-2) → (2S,3R,4S,5S,6R)-2-[(2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ylsulfanyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (193898-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridine / 1 h / Ambient temperature

2: 2.) NaH / 1.) THF, 2.) DMF, RT, 12 h

3: 76 percent / NaOMe / methanol / 12 h / Ambient temperature

With pyridine; sodium methylate; sodium hydride; In methanol;

DOI:10.1139/v97-095

upstream raw materials:

3,4,6-tri-O-benzyl-D-glucal epoxide

octyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

(2S,3R,4S,5S,6R)-2-[(2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ylsulfanyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol