5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine

Base Information

Chemical Name:5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine
CAS No.:103813-96-3
Molecular Formula:C₆₅H₇₇N₃O₁₇
Molecular Weight:1172.34
Hs Code.:

5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine

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Chemical Property of 5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine

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Technology Process of 5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine

There total 32 articles about 5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-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: 89.0%

: 103813-97-4,117468-40-3
C₆₈H₈₅N₃O₁₇Si

: 103813-96-3,103882-19-5,117468-41-4,117556-98-6
5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-mannopyranosyl>-1-N,6O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine

Guidance literature:: With potassium carbonate; In methanol; Ambient temperature;
DOI:10.1016/0008-6215(88)85091-2

Reference yield:

: C₆₅H₇₅N₃O₁₇

: 103813-96-3,103882-19-5,117468-41-4,117556-98-6
5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1.66667h; Yield given;
DOI:10.1016/0008-6215(88)85091-2

Reference yield:

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

: 103813-96-3,103882-19-5,117468-41-4,117556-98-6
5-O-<6-O-benzyl-2,3-O-<6-deoxy-6-ethoxycarbonylamino-2,3,4,7-tetra-O-(p-methylbenzyl)-L-glycero-D-galacto-(R)-heptopyranosylidene>-β-D-talopyranosyl>-1-N,6-O:3-N,4-O-dicarbonyl-1,3-di-N-methyl-2-deoxystreptamine

Guidance literature:: Multi-step reaction with 8 steps

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

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

3: toluene-p-sulfonic acid / 10 percent Pd/C / methanol / 4 h / 45 °C

4: imidazole / dimethylformamide

5: 30 percent / trimethylsilyl triflate / diethyl ether / 72 h / 3 °C

6: 89 percent / K₂CO₃ / methanol / Ambient temperature

7: pyridinium chlorochromate, molecular sieves 3 A / CH₂Cl₂ / 24 h / Ambient temperature

8: NaBH₄ / ethanol / 1.67 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)85091-2