methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(methylsulfonyl)-β-D-allopyranoside

Base Information

• Chemical Name: methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(methylsulfonyl)-β-D-allopyranoside
• CAS No.: 84094-17-7
• Molecular Formula: C₂₂H₂₄O₉S
• Molecular Weight: 464.493

Synonyms:methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(methylsulfonyl)-β-D-allopyranoside

Chemical Property of methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(methylsulfonyl)-β-D-allopyranoside

Chemical Property:

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Technology Process of methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(methylsulfonyl)-β-D-allopyranoside

There total 5 articles about methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(methylsulfonyl)-β-D-allopyranoside 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: 89.0%

sodium benzoate (532-32-1) + methyl 4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside (26532-07-0) → methyl 3-O-benzoyl-4,6-O-benzylidene-2-O-(methylsulfonyl)-β-D-allopyranoside (84094-17-7)

Guidance literature:

In N,N-dimethyl-formamide; for 5h; Heating;

DOI:10.1016/S0008-6215(00)80776-4

Reference yield:

benzoyl chloride (98-88-4) → methyl-[O3-benzoyl-O4,O6-((R)-benzylidene)-O2-methanesulfonyl-α-D-altropyranoside] (72308-61-3,84094-17-7,113251-68-6,124130-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: pyridine

With pyridine;

DOI:10.1021/ja01554a029

Reference yield:

methyl 4,6-O-benzylidene-α-D-altropyranoside (71117-41-4) → methyl-[O3-benzoyl-O4,O6-((R)-benzylidene)-O2-methanesulfonyl-α-D-altropyranoside] (72308-61-3,84094-17-7,113251-68-6,124130-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: pyridine

With pyridine;

DOI:10.1021/ja01554a029

upstream raw materials:

methyl 4,6-O-benzylidene-α-D-glucopyranoside 2-O-methanesulfonate

benzoyl chloride

methanesulfonyl chloride

methyl-[O³-benzoyl-O⁴,O⁶-((R)-benzyliden)-α-D-altropyranoside]

Downstream raw materials:

methyl 4,6-O-benzylidene-α-D-glucopyranoside 2-O-methanesulfonate

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

methyl 4,6-O-benzylidene-β-D-allopyranoside

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