1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

Base Information

Chemical Name:1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine
CAS No.:101703-46-2
Molecular Formula:C₃₂H₄₂N₂O₁₀
Molecular Weight:614.693
Hs Code.:

Synonyms:1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

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Chemical Property of 1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

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Technology Process of 1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

There total 9 articles about 1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine 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: 74.0%

: 101703-45-1,101759-07-3
1,3-di-N-benzyloxycarbonyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

: 74-88-4
methyl iodide

: 101703-46-2
1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; 1.) 30 min; 2.) 10 min;
DOI:10.1016/0008-6215(88)85091-2

Reference yield:

: 6216-32-6
1,3-Bis-N-(benzyloxycarbonyl)-2-desoxystreptamin

: 101703-46-2
1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / silver triflate / tetrahydrofuran / 5 h / -78 °C

2: 74 percent / 50 percent NaH / dimethylformamide / 1.) 30 min; 2.) 10 min

With sodium hydride; silver trifluoromethanesulfonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)85091-2

Reference yield:

: 101703-44-0
2,3,4-Tri-O-allyl-6-O-benzyl-α-D-mannopyranosyl chloride

: 101703-46-2
1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-5-O-(2,3,4-tri-O-allyl-6-O-benzyl-β-D-mannopyranosyl)-2-deoxystreptamine

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / silver triflate / tetrahydrofuran / 5 h / -78 °C

2: 74 percent / 50 percent NaH / dimethylformamide / 1.) 30 min; 2.) 10 min

With sodium hydride; silver trifluoromethanesulfonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)85091-2