methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside

Base Information

Chemical Name:methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside
CAS No.:111717-02-3
Molecular Formula:C₂₆H₃₄N₂O₉S
Molecular Weight:550.63
Hs Code.:

Synonyms:methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside

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Chemical Property of methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside

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Technology Process of methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside

There total 8 articles about methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-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: 95.0%

: 124-63-0
methanesulfonyl chloride

: 111651-56-0
methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-β-L-talo-heptopyranoside

: 111717-02-3
methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside

Guidance literature:: With pyridine; at 0 ℃; for 1.5h;
DOI:10.1246/bcsj.60.1529

Reference yield:

: 111651-53-7
methyl 2-acetamido-4-O-benzyl-2,3-dideoxy-α-D-ribo-hexopyranoside

: 111717-02-3
methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) pyridine, phosphoric acid, dicyclohexylcarbodiimide; 2.) oxalic acid / 1.) DMSO, benzene, 2 h, rt; 2.) methanol

2: 1 M sodium methoxide / methanol

3: 351 mg / hydrogen / Raney nickel / methanol / 2500.7 Torr

4: triethylamine / methanol; H₂O / 0.5 h

5: 95 percent / pyridine / 1.5 h / 0 °C

With pyridine; phosphoric acid; hydrogen; sodium methylate; oxalic acid; triethylamine; dicyclohexyl-carbodiimide; nickel; In methanol; water;
DOI:10.1246/bcsj.60.1529

Reference yield:

: 111651-52-6
methyl 2-acetamido-4-O-benzyl-2,3-dideoxy-6-O-trityl-α-D-ribo-hexopyranoside

: 111717-02-3
methyl 2-acetamido-4-O-benzyl-7-benzyloxycarbonylamino-2,3,7-trideoxy-6-O-mesyl-β-L-talo-heptopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / p-toluenesulfonic acid / methanol / 1 h

2: 1.) pyridine, phosphoric acid, dicyclohexylcarbodiimide; 2.) oxalic acid / 1.) DMSO, benzene, 2 h, rt; 2.) methanol

3: 1 M sodium methoxide / methanol

4: 351 mg / hydrogen / Raney nickel / methanol / 2500.7 Torr

5: triethylamine / methanol; H₂O / 0.5 h

6: 95 percent / pyridine / 1.5 h / 0 °C

With pyridine; phosphoric acid; hydrogen; sodium methylate; oxalic acid; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; nickel; In methanol; water;
DOI:10.1246/bcsj.60.1529