1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose

Base Information

• Chemical Name: 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose
• CAS No.: 92982-52-0
• Molecular Formula: C₂₃H₂₅NO₁₀S
• Molecular Weight: 507.518

Synonyms:1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose

Chemical Property of 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose

Chemical Property:

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Technology Process of 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose

There total 3 articles about 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose 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: 64.0%

methanesulfonyl chloride (124-63-0) + 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-β-D-mannopyranose (92982-51-9) → 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose (92982-52-0)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/0008-6215(84)85273-8

Reference yield:

2-amino-1,6-anhydro-2-deoxy-β-D-mannopyranose (72503-88-9) → 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose (92982-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / 1.) -15 deg C, 2.) room temperature

2: 64 percent / pyridine / Ambient temperature

With pyridine;

DOI:10.1016/0008-6215(84)85273-8

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methylsulfonyl-β-D-mannopyranose (92982-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / 1.) -15 deg C, 2.) room temperature

2: 64 percent / pyridine / Ambient temperature

With pyridine;

DOI:10.1016/0008-6215(84)85273-8

upstream raw materials:

methanesulfonyl chloride

1,6-anhydro-4-O-benzyloxycarbonyl-2-benzyloxycarbonylamino-2-deoxy-β-D-mannopyranose

2-amino-1,6-anhydro-2-deoxy-β-D-mannopyranose

benzyl chloroformate

Downstream raw materials:

1,6:3,4-dianhydro-2-benzyloxycarbonylamino-2-deoxy-β-D-altropyranose

1,6-anhydro-2-benzyloxycarbonylamino-2,3-dideoxy-β-D-arabino-hexopyranose

((1R,2R,3R,4R,5R)-2-Hydroxy-3-iodo-6,8-dioxa-bicyclo[3.2.1]oct-4-yl)-carbamic acid benzyl ester

4-O-acetyl-1,6-anhydro-2-benzyloxycarbonylamino-2,3-dideoxy-β-D-arabino-hexopyranose

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