methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

Base Information

Chemical Name:methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside
CAS No.:68912-24-3
Molecular Formula:C₁₈H₂₆N₂O₆
Molecular Weight:366.414
Hs Code.:

Synonyms:methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

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Chemical Property of methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

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Technology Process of methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

There total 8 articles about methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside 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: 74.0%

: 68912-23-2
methyl 2-acetamido-7-amino-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

: 501-53-1,94274-21-2
benzyl chloroformate

: 68912-24-3
methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

Guidance literature:: With sodium hydroxide; In ethanol; water; toluene;
DOI:10.1246/bcsj.53.1372

Reference yield:

: 68912-22-1
methyl 2-acetamido-2,3,4-trideoxy-6-O-trityl-α-D-erytro-hex-3-enopyranoside

: 68912-24-3
methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) H₂, 2.) aq. CH₃COOH / 1.) Pd / 1.) methanol, wather, 50 deg C, 2.) 60 deg C, 1 h

2: 1.) DCC, CF₃COOH, pyridine, 2.) oxalic acid / 1.) DMSO, 6 h, RT, 2.) methanol

3: 45 percent / CH₃ONa / methanol

4: 100 percent / hydrogen / Raney Ni / methanol

5: 74 percent / NaOH / toluene; ethanol; H₂O

With pyridine; sodium hydroxide; hydrogen; sodium methylate; oxalic acid; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; nickel; palladium; In methanol; ethanol; water; toluene;
DOI:10.1246/bcsj.53.1372

Reference yield:

: 68922-78-1
methyl 2-acetamido-2-deoxy-3,4-di-O-mesyl-6-O-trityl-α-D-glucopyranoside

: 68912-24-3
methyl 2-acetamido-7-N-benzyloxycarbonyl-2,3,4,7-tetradeoxy-α-D-ribo-heptopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / NaI, Zn / dimethylformamide / 18 h / 150 °C / Heating

2: 1.) H₂, 2.) aq. CH₃COOH / 1.) Pd / 1.) methanol, wather, 50 deg C, 2.) 60 deg C, 1 h

3: 1.) DCC, CF₃COOH, pyridine, 2.) oxalic acid / 1.) DMSO, 6 h, RT, 2.) methanol

4: 45 percent / CH₃ONa / methanol

5: 100 percent / hydrogen / Raney Ni / methanol

6: 74 percent / NaOH / toluene; ethanol; H₂O

With pyridine; sodium hydroxide; hydrogen; sodium methylate; oxalic acid; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium iodide; zinc; nickel; palladium; In methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1246/bcsj.53.1372