methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate)

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate)
• CAS No.: 124040-31-9
• Molecular Formula: C₂₇H₃₀O₉S
• Molecular Weight: 530.596
• Mol file: 124040-31-9.mol

Synonyms:methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate)

Chemical Property of methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate)

There total 1 articles about methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate) 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: 60.0%

phenylchlorosulfate (16475-29-9) + methyl 2,3-di-O-benzyl-β-D-glucopyranoside (6988-40-5,17791-36-5,29388-46-3,31873-34-4,33164-03-3,51842-19-4,52526-60-0,61117-12-2,87392-25-4,117605-35-3) → methyl 2,3-di-O-benzyl-β-D-glucopyranoside 4,6-di-(phenylsulfate) (124040-33-1) + methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate) (124040-31-9)

Guidance literature:

With sodium hydride; In various solvent(s); at -30 ℃;

DOI:10.1016/0008-6215(89)84091-1

Reference yield: 40.0%

methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate) (124040-31-9) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-phenoxysulfonyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (124040-36-4)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene; for 48h; Ambient temperature;

DOI:10.1016/0008-6215(89)84091-1

Reference yield:

acetic anhydride (108-24-7) + methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate) (124040-31-9) → Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-phenoxysulfonyloxymethyl-tetrahydro-pyran-3-yl ester (124040-32-0)

Guidance literature:

With pyridine;

DOI:10.1016/0008-6215(89)84091-1

upstream raw materials:

phenylchlorosulfate

methyl 2,3-di-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-phenoxysulfonyloxymethyl-tetrahydro-pyran-3-yl ester

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-phenoxysulfonyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester