3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose

Base Information

Chemical Name:3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose
CAS No.:294172-57-9
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose

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Chemical Property of 3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose

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Technology Process of 3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose

There total 2 articles about 3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose 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:

: 501-53-1,94274-21-2
benzyl chloroformate

: 294172-57-9
3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / NaHCO₃ / H₂O; ethanol / 3 h / 20 °C

2: 54 percent / (i-Bu)2AlH / CH₂Cl₂ / 2 h / -78 °C

With diisobutylaluminium hydride; sodium hydrogencarbonate; In ethanol; dichloromethane; water; 1: Condensation / 2: Reduction;
DOI:10.1080/07328300008544099

Reference yield:

: 149342-29-0
Ethyl 1,4,5-trideoxy-3,6-imino-4,5-O-isopropylidene-L-arabino-hexonate

: 294172-57-9
3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / NaHCO₃ / H₂O; ethanol / 3 h / 20 °C

2: 54 percent / (i-Bu)2AlH / CH₂Cl₂ / 2 h / -78 °C

With diisobutylaluminium hydride; sodium hydrogencarbonate; In ethanol; dichloromethane; water; 1: Condensation / 2: Reduction;
DOI:10.1080/07328300008544099

Reference yield: 94.0%

: 123823-24-5
1,6-anhydro-2-O-benzyl-3-deoxy-β-D-erythro-hexopyrano-4-ulose

: 294172-57-9
3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose

: 294172-58-0
(E)-1,6-anhydro-2-O-benzyl-3-{3',6'-[(benzyloxy)carbonyl]imino-1',2',3',6'-tetradeoxy-4',5'-O-isopropylidene-L-arabino-hexitol-1'-C-ylidene}-3-deoxy-β-D-erythro-hexopyran-4-olose

Guidance literature:: 1,6-anhydro-2-O-benzyl-3-deoxy-β-D-erythro-hexopyrano-4-ulose; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

3,6-[(benzyloxy)carbonyl]imino-2,3,6-trideoxy-4,5-O-isopropylidene-L-arabino-hexose; In tetrahydrofuran; hexane; at -100 - -60 ℃; for 15.5h;

With silica gel; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1080/07328300008544099