methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside

Base Information

Chemical Name:methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside
CAS No.:86988-17-2
Molecular Formula:C₂₂H₂₄BrNO₅S
Molecular Weight:494.406
Hs Code.:

Synonyms:methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside

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Chemical Property of methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside

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Technology Process of methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside

There total 3 articles about methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-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: 93.0%

: 53437-64-2,87038-19-5,87038-20-8
methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-S-phenyl-3-thio-α-D-allopyranoside

: 86988-17-2
methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside

Guidance literature:: With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; at 80 ℃; for 2h;
DOI:10.1016/0008-6215(83)88112-9

Reference yield:

: 88295-36-7
1-O-Methyl-2-N-acetylamino-2-deoxy-4,6-O-benzyliden-α,β-D-glucopyranosid

: 86988-17-2
methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 1.) -20 deg C -> -5 deg C, 1 h; 2.) -5 de C, 1.5 h

2: 1.) 50 percent sodium hydride; 2.) sodium benzenethioxide / 1.) mineral oil, N,N-dimethylformamide, 2 h, r.t.; 2.) N,N-dimethylformamide, 0 deg C -> r.t., 12 h

3: 93 percent / N-bromosuccinimide, barium carbonate / CCl₄; various solvent(s) / 2 h / 80 °C

With N-Bromosuccinimide; sodium thiophenolate; sodium hydride; barium carbonate; In pyridine; tetrachloromethane;
DOI:10.1016/0008-6215(83)88112-9

Reference yield:

: 86988-15-0,86988-16-1
methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-trifluoromethylsulfonyl-α,β-D-glucopyranoside

: 86988-17-2
methyl 2-acetamido-4-O-benzoyl-6-bromo-2,6-dideoxy-3-S-phenyl-3-thio-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 50 percent sodium hydride; 2.) sodium benzenethioxide / 1.) mineral oil, N,N-dimethylformamide, 2 h, r.t.; 2.) N,N-dimethylformamide, 0 deg C -> r.t., 12 h

2: 93 percent / N-bromosuccinimide, barium carbonate / CCl₄; various solvent(s) / 2 h / 80 °C

With N-Bromosuccinimide; sodium thiophenolate; sodium hydride; barium carbonate; In tetrachloromethane;
DOI:10.1016/0008-6215(83)88112-9