(2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol

Base Information

• Chemical Name: (2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol
• CAS No.: 98925-55-4
• Molecular Formula: C₅₅H₆₀O₁₂
• Molecular Weight: 913.074
• Mol file: 98925-55-4.mol

Synonyms:

Chemical Property of (2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol

There total 2 articles about (2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol 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: 77.0%

methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (98906-49-1) → (2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol (98925-55-4)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; Ambient temperature;

DOI:10.1016/0008-6215(85)90030-8

Reference yield:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + 3,4,6-tri-O-benzyl-α-D-arabino-hexopyranose-2-ulosyl bromide (158818-92-9) → (2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol (98925-55-4) + (2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3-one

Guidance literature:

With 4 A molecular sieve; silver aluminosilicate catalyst; In dichloromethane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00101a036

Reference yield: 80.0%

(2S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3,3-diol (98925-55-4) → (2S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3-one oxime (98906-50-4,98974-94-8)

Guidance literature:

With hydroxylamine hydrochloride;

DOI:10.1016/0008-6215(85)90030-8

upstream raw materials:

methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

3,4,6-tri-O-benzyl-α-D-arabino-hexopyranose-2-ulosyl bromide

Downstream raw materials:

(2S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-dihydro-pyran-3-one oxime

methyl 4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-ylamine