6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Base Information

Chemical Name:6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine
CAS No.:316804-56-5
Molecular Formula:C₆₉H₇₇FN₄O₁₇S₄
Molecular Weight:1381.65
Hs Code.:

6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

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Chemical Property of 6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

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Technology Process of 6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

There total 9 articles about 6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine 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:

: 316804-42-9
2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-L-erythro-hexofuranosyl chloride

: 316804-48-5
6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

: 6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-α-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

: 316804-56-5
6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Guidance literature:: With 2,4,6-trimethyl-pyridine; mercury(II) cyanide; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/S0008-6215(00)00184-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 316804-56-5
6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 60 °C / 35 Torr

2: 47 percent / pyridine / dimethylsulfoxide / 65 h / 20 °C

3: Hg(CN)2; s-collidine / CH₂Cl₂ / 16 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; mercury(II) cyanide; toluene-4-sulfonic acid; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)00184-1

Reference yield:

: methyl 2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-L-erythro-hexofuranoside

: 316804-56-5
6-O-(2-O-acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-4-O-(2-O-benzyl-6-N-benzyl-6-tosylamido-3,5,6-trideoxy-β-L-erythro-hexofuranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / aq. HCl; aq. AcOH / 6 h / 20 °C

2: 100 percent / SOCl₂ / 3 h / 20 °C

3: Hg(CN)2; s-collidine / CH₂Cl₂ / 16 h / 20 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; thionyl chloride; mercury(II) cyanide; acetic acid; In dichloromethane;
DOI:10.1016/S0008-6215(00)00184-1