tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

Base Information

Chemical Name:tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin
CAS No.:84247-39-2
Molecular Formula:C₅₁H₇₁N₇O₂₂
Molecular Weight:1134.16
Hs Code.:

Synonyms:tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

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Chemical Property of tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

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Technology Process of tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

There total 1 articles about tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin 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: 62.0%

: 108-24-7
acetic anhydride

: 84278-36-4
2''-N-(benzyloxycarbonyl)-3',3'a:4'',4''-di-O-isopropylidenedihydrostreptomycin carbonate

: 84247-39-2
tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

Guidance literature:: With sodium acetate; at 75 ℃; for 18h;
DOI:10.1016/0008-6215(82)84031-7

Reference yield: 95.0%

: 84247-39-2
tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

: 84247-41-6
tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin carbonate

Guidance literature:: With hydrogen; palladium; In ethanol; for 2h; Ambient temperature;
DOI:10.1016/0008-6215(82)84031-7

Reference yield:

: 84247-39-2
tetra-N(G)-acetyl-2,5,6,3''-tetra-O-acetyl-2''-N-(benzyloxycarbonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

: 89113-24-6
tetra-N(G)-acetyl-2,5,6-tri-O-acetyl-2''-N-(benzyloxycarbonyl)-3''-O-(trifluoromethylsulfonyl)-3',3'a:4'',6''-di-O-isopropylidenedihydrostreptomycin

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / H₂ / Pd black / ethanol / 2 h / Ambient temperature

2: 35 percent / EtOH / 72 h / 28 °C

3: 98 percent / 0.7percent aq. NaHCO₃ / CHCl₃ / 1 h / Ambient temperature

4: CH₂Cl₂; pyridine / 8 h / 5 °C

With ethanol; hydrogen; sodium hydrogencarbonate; palladium; In pyridine; ethanol; dichloromethane; chloroform;
DOI:10.1016/0008-6215(82)84031-7