methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose

Base Information

Chemical Name:methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose
CAS No.:1422007-98-4
Molecular Formula:C₅₅H₅₇NO₉
Molecular Weight:876.059
Hs Code.:

Synonyms:methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose

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Chemical Property of methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose

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Technology Process of methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose

There total 13 articles about methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose 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: 91.0%

: 912954-96-2
(2S,3S,4S)-3,4-bis(benzyloxy)-2-((S)-1,2-bis(benzyloxy)ethyl)-3,4-dihydro-2H-pyrrole-1-oxide

: 1422008-01-2
methyl 2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-yofuranoside

: 1422007-98-4
methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose

Guidance literature:: With diethylzinc; In hexane; toluene; at 20 ℃; for 3h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.12.018

Reference yield:

: 89539-39-9,89539-40-2
2,3,5,6-tetra-O-benzyl-α/β-D-galactofuranose

: 1422007-98-4
methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose

Guidance literature:: Multi-step reaction with 5 steps

1: hydroxylamine hydrochloride; sodium methylate / methanol / 12 h / Reflux; Inert atmosphere

2: pyridine / 20 °C / Inert atmosphere

3: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

5: diethylzinc / hexane; toluene / 3 h / 20 °C / Inert atmosphere

With pyridine; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; diethylzinc; sodium methylate; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2012.12.018

Reference yield:

: methyl 2,3,5,6-tetra-O-benzyl-D-glucose oxime

: 1422007-98-4
methyl 5,6-tetradehydro-5,6,7,10-tetradeoxy-7,10-hydroxylamino-2,3,8,9,11,12-hexa-O-benzyl-D-galacto-β-D-galacto-dodecafuranose

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

4: diethylzinc / hexane; toluene / 3 h / 20 °C / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; diethylzinc; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2012.12.018