Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside

Base Information

Chemical Name:Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside
CAS No.:262423-12-1
Molecular Formula:C₂₀H₂₉NO₈
Molecular Weight:411.452
Hs Code.:

Synonyms:Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside

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Chemical Property of Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside

Chemical Property:

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Technology Process of Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside

There total 1 articles about Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside 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

: Methyl 6,7-anhydro-5-deoxy-2,3-O-isopropylidene-L-glycero-β-D-allo-octofuranoside

: 262423-12-1
Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside

Guidance literature:: Methyl 6,7-anhydro-5-deoxy-2,3-O-isopropylidene-L-glycero-β-D-allo-octofuranoside; With titanium(IV) isopropylate; trimethylsilylazide; In benzene; at 75 ℃; for 0.25h;

With hydrogen; palladium on activated charcoal; In methanol; for 6h;

benzyl chloroformate; With water; sodium hydrogencarbonate; In tetrahydrofuran; at 23 ℃; for 12h;
DOI:10.1039/a907228d

Reference yield: 69.0%

: 262423-12-1
Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside

: 262423-13-2
Methyl 6-(benzyloxycarbonylamino)-5,6,7,8-tetradeoxy-2,3-O-isopropylidene-α-L-talo-octo-7-enofuranoside

Guidance literature:: With 1H-imidazole; iodine; chloro-diphenylphosphine; In toluene; acetonitrile; at 90 ℃; for 4h;
DOI:10.1039/a907228d

Reference yield:

: 262423-12-1
Methyl 6-(benzyloxycarbonylamino)-5,6-dideoxy-2,3-O-isopropylidene-L-glycero-α-L-talo-octofuranoside

: 262423-14-3
Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,6,7,8-tetradeoxy-2,3-O-isopropylidene-α-L-talo-oct-7-enofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 69 percent / imidazole; Ph₂PCl; I₂ / toluene; acetonitrile / 4 h / 90 °C

2.1: NaH; n-Bu₄NI / tetrahydrofuran / 1 h / 23 °C

2.2: 99 percent / tetrahydrofuran / 12 h / 23 °C

With 1H-imidazole; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; chloro-diphenylphosphine; In tetrahydrofuran; toluene; acetonitrile; 1.1: Dehydration / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1039/a907228d