methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside
• CAS No.: 87236-48-4
• Molecular Formula: C₂₁H₂₃NO₆S
• Molecular Weight: 417.483

Synonyms:methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside

Chemical Property:

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Technology Process of methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside

There total 2 articles about methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-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: 73.0%

benzaldehyde (100-52-7) + methyl 2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside (87236-52-0) → methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside (87236-48-4)

Guidance literature:

With zinc(II) chloride; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(83)84066-X

Reference yield:

methyl 4,6-O-benzylidene-2-O-benzylsulfonyl-3-benzylsulfonamido-3-deoxy-α-D-altropyranoside (87236-47-3) → methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside (87236-48-4)

Guidance literature:

With sodium hydroxide; for 0.25h; boiling water bath;

DOI:10.1016/0008-6215(83)84066-X

Reference yield: 91.0%

methyl 4,6-O-benzylidene-2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside (87236-48-4) + phenylmethanethiol (100-53-8) → methyl 2-S-benzyl-4,6-O-benzylidene-3-benzylsulfonamido-3-deoxy-2-thio-α-D-altropyranoside (87236-49-5) + methyl 3-S-benzyl-4,6-O-benzylidene-2-benzylsulfonamido-2-deoxy-3-thio-α-D-glucopyranoside (87250-54-2)

Guidance literature:

With sodium; In methanol; for 2h;

DOI:10.1016/0008-6215(83)84066-X

upstream raw materials:

benzaldehyde

methyl 2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside

methyl 4,6-O-benzylidene-2-O-benzylsulfonyl-3-benzylsulfonamido-3-deoxy-α-D-altropyranoside

Downstream raw materials:

methyl 2,3-(N-benzylsulfonylepimino)-2,3-dideoxy-α-D-allopyranoside

methyl 2-S-benzyl-4,6-O-benzylidene-3-benzylsulfonamido-3-deoxy-2-thio-α-D-altropyranoside

methyl 3-S-benzyl-4,6-O-benzylidene-2-benzylsulfonamido-2-deoxy-3-thio-α-D-glucopyranoside

1,6-anhydro-2-S-benzyl-3-benzylsulfonamido-3-deoxy-2-thio-β-D-altropyranose

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