6-O-(β-D-Glucopyranosyl)-neamin

Base Information

Chemical Name:6-O-(β-D-Glucopyranosyl)-neamin
CAS No.:62445-79-8
Molecular Formula:C₁₈H₃₆N₄O₁₁
Molecular Weight:484.504
Hs Code.:

Synonyms:6-O-(β-D-Glucopyranosyl)-neamin

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-O-(β-D-Glucopyranosyl)-neamin

Chemical Property:

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Technology Process of 6-O-(β-D-Glucopyranosyl)-neamin

There total 6 articles about 6-O-(β-D-Glucopyranosyl)-neamin 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:

: (2R,3S,4R,5R,6R)-5-Azido-2-azidomethyl-6-[(1R,2S,3S,4R,6S)-4,6-diazido-3-((2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-tetrahydro-pyran-3,4-diol

: 62445-79-8
6-O-(β-D-Glucopyranosyl)-neamin

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; chloroform; water; at 20 ℃; under 2585.74 Torr;
DOI:10.1021/ol0363927

Reference yield:

: 671809-10-2
1,3,2′,6′-tetraazidoneamine

: 62445-79-8
6-O-(β-D-Glucopyranosyl)-neamin

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / BF₃*OEt₂ / methanol / 24 h / 20 °C

2: 67 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; TESOTf / CH₂Cl₂ / -78 °C

3: 95 percent / TFA / H₂O

4: NaOMe / methanol

5: H₂ / Pd(OH)2/C / ethanol; H₂O; CHCl₃ / 20 °C / 2585.74 Torr

With N-iodo-succinimide; 3 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; triethylsilyl trifluoromethyl sulfonate; sodium methylate; trifluoroacetic acid; palladium dihydroxide; In methanol; ethanol; dichloromethane; chloroform; water;
DOI:10.1021/ol0363927

Reference yield:

: (1S,2R,3R,4S,6R)-4,6-Diazido-3-((4aR,5R,7R,8R,8aR)-8-azido-5-azidomethyl-2,3-dimethoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-7-yloxy)-cyclohexane-1,2-diol

: 62445-79-8
6-O-(β-D-Glucopyranosyl)-neamin

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; TESOTf / CH₂Cl₂ / -78 °C

2: 95 percent / TFA / H₂O

3: NaOMe / methanol

4: H₂ / Pd(OH)2/C / ethanol; H₂O; CHCl₃ / 20 °C / 2585.74 Torr

With N-iodo-succinimide; 3 A molecular sieve; hydrogen; triethylsilyl trifluoromethyl sulfonate; sodium methylate; trifluoroacetic acid; palladium dihydroxide; In methanol; ethanol; dichloromethane; chloroform; water;
DOI:10.1021/ol0363927