3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone

Base Information

• Chemical Name: 3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone
• CAS No.: 156660-36-5
• Molecular Formula: C₁₅H₁₇NO₅
• Molecular Weight: 291.304

Synonyms:3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone

Chemical Property of 3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone

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Technology Process of 3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone

There total 3 articles about 3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone 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: 68.0%

1,6-anhydro-3-O-(N-benzylcarbamoyl)-4-O-methyl-2-O-toluene-p-sulfonyl-β-D-glucopyranose (156660-35-4) → 3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone (156660-36-5)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; for 1.5h; Ambient temperature;

DOI:10.1016/0008-6215(94)80052-9

Reference yield:

1,6-anhydro-4-O-methyl-2-O-p-toluenesulphonyl-β-D-glucopyranose (5991-03-7) → 3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone (156660-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / toluene / 7 h / Heating

2: 68 percent / t-BuOK / dimethylsulfoxide / 1.5 h / Ambient temperature

With potassium tert-butylate; In dimethyl sulfoxide; toluene;

DOI:10.1016/0008-6215(94)80052-9

Reference yield:

benzyl isothiocyanate (3173-56-6) → 3-benzyl-(1,6-anhydro-2,3-dideoxy-4-O-methyl-β-D-mannopyrano)-<2,3-d>-2-oxazolidinone (156660-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / toluene / 7 h / Heating

2: 68 percent / t-BuOK / dimethylsulfoxide / 1.5 h / Ambient temperature

With potassium tert-butylate; In dimethyl sulfoxide; toluene;

DOI:10.1016/0008-6215(94)80052-9

upstream raw materials:

1,6-anhydro-3-O-(N-benzylcarbamoyl)-4-O-methyl-2-O-toluene-p-sulfonyl-β-D-glucopyranose

1,6-anhydro-4-O-methyl-2-O-p-toluenesulphonyl-β-D-glucopyranose

benzyl isothiocyanate

Downstream raw materials:

1,6:2,3-dianhydro-4-O-methyl-β-D-mannopyranose

1,6-anhydro-2-benzylamino-2-deoxy-4-O-methyl-β-D-mannopyranose

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