O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester

Base Information

• Chemical Name: O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester
• CAS No.: 172487-74-0
• Molecular Formula: C₃₄H₄₄N₄O₁₈
• Molecular Weight: 796.739

Synonyms:O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester

Chemical Property of O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester

Chemical Property:

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Technology Process of O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester

There total 3 articles about O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester 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: 96.0%

N-diphenylmethylene-O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester (172487-73-9) → O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester (172487-74-0)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; for 0.0833333h;

DOI:10.1016/0008-6215(95)00016-M

Reference yield:

N-diphenylmethylene-L-serine benzyl ester (145362-72-7) → O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester (172487-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / AgClO₄, 2,4,6-collidine / CH₂Cl₂ / 0.25 h

2: 96 percent / aq. TFA / tetrahydrofuran / 0.08 h

With 2,4,6-trimethyl-pyridine; silver perchlorate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0008-6215(95)00016-M

Reference yield:

Acetic acid (2R,3S,4R,5S,6R)-2-acetoxymethyl-5-azido-6-bromo-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester → O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester (172487-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / AgClO₄, 2,4,6-collidine / CH₂Cl₂ / 0.25 h

2: 96 percent / aq. TFA / tetrahydrofuran / 0.08 h

With 2,4,6-trimethyl-pyridine; silver perchlorate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0008-6215(95)00016-M

upstream raw materials:

N-diphenylmethylene-O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester

N-diphenylmethylene-L-serine benzyl ester

Downstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-O-4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl>-L-serine benzyl ester

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