5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam

Base Information

Chemical Name:5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam
CAS No.:848782-05-8
Molecular Formula:C₂₈H₃₁NO₇S
Molecular Weight:525.623
Hs Code.:

Synonyms:5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam

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Chemical Property of 5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam

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Technology Process of 5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam

There total 4 articles about 5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam 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: 91.0%

: 124-63-0
methanesulfonyl chloride

: 272124-30-8
5-amino-3,4,6-tri-O-benzyl-5-deoxy-D-mannonolactam

: 848782-05-8
5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/j.tetasy.2004.11.068

Reference yield:

: 848782-06-9
5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-(trifluoromethanesulfonyl)-D-mannono-1,5-lactam

: 848782-05-8
5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam

Guidance literature:: Multi-step reaction with 4 steps

1: 26 percent / NaN₃ / dimethylformamide / 3 h / 23 °C

2: 73 percent / pyridine / CH₂Cl₂ / 3 h / -78 - -10 °C

3: 16 percent / NaN₃ / dimethylformamide / 3 h / 23 °C

4: 91 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2004.11.068

Reference yield:

: 848782-03-6
5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-(trifluoromethanesulfonyl)-D-glucono-1,5-lactam

: 848782-05-8
5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-methanesulfonyl-D-mannono-1,5-lactam

Guidance literature:: Multi-step reaction with 2 steps

1: 16 percent / NaN₃ / dimethylformamide / 3 h / 23 °C

2: 91 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2004.11.068