Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside

Base Information

Chemical Name:Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside
CAS No.:262423-15-4
Molecular Formula:C₂₇H₃₅NO₇
Molecular Weight:485.577
Hs Code.:

Synonyms:Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside

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Chemical Property of Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside

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Technology Process of Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside

There total 8 articles about Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-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: 57.0%

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

: 262423-15-4
Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside

Guidance literature:: Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,6,7,8-tetradeoxy-2,3-O-isopropylidene-α-L-talo-oct-7-enofuranoside; With borane; In tetrahydrofuran; at 23 ℃; for 1h;

With sodium hydroxide; water; dihydrogen peroxide; In tetrahydrofuran; at 23 ℃; for 1h;
DOI:10.1039/a907228d

Reference yield:

: Benzyl-[(R)-1-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-3-oxo-propyl]-carbamic acid benzyl ester

: 262423-15-4
Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; Inert atmosphere;
DOI:10.1021/ja307060p

Reference yield:

: 180776-29-8
[(S)-1-((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-but-3-enyl]-carbamic acid benzyl ester

: 262423-15-4
Methyl 6-[benzyl(benzyloxycarbonyl)amino]-5,7-dideoxy-2,3-O-isopropylidene-α-L-talo-octofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 22 °C

1.2: 20 h

2.1: ozone; triphenylphosphine / dichloromethane / -78 - 22 °C / Inert atmosphere

3.1: sodium tetrahydroborate / ethanol / 0 °C / Inert atmosphere

With sodium tetrahydroborate; sodium hydride; ozone; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja307060p