methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

Base Information

Chemical Name:methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate
CAS No.:1403362-16-2
Molecular Formula:C₃₉H₄₉NO₁₀
Molecular Weight:691.819
Hs Code.:

Synonyms:methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

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Chemical Property of methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

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Technology Process of methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

There total 6 articles about methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate 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: 74.0%

: 1403362-15-1
C₃₂H₄₃NO₁₀

: 100-39-0
benzyl bromide

: 1403362-16-2
methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: C₃₂H₄₃NO₁₀; With di(n-butyl)tin oxide; In toluene; at 110 ℃; for 2h; Inert atmosphere; Molecular sieve;

benzyl bromide; With tetrabutylammomium bromide; In toluene; at 110 ℃; Inert atmosphere;

Reference yield:

: 920958-49-2
benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester

: 1403362-16-2
methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylsilyl trifluoromethanesulfonate; silver trifluoroacetate / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Reflux; Inert atmosphere

3.1: sodium methylate / methanol / 4 h / 20 °C / Inert atmosphere

3.2: Amberlite IR₁₂₀ H⁺ resin

4.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

5.1: di(n-butyl)tin oxide / toluene / 2 h / 110 °C / Inert atmosphere; Molecular sieve

5.2: 110 °C / Inert atmosphere

With 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; tri-n-butyl-tin hydride; sodium methylate; silver trifluoroacetate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 85382-90-7
methyl-4,5,7,8-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D-manno-oct-2-enosonat

: 1403362-16-2
methyl (N-benzyl-benzyloxycarbonyl-5-aminopentyl 4-O-benzyl-7,8-O-isopropylidene-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylsilyl trifluoromethanesulfonate; silver trifluoroacetate / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Reflux; Inert atmosphere

3.1: sodium methylate / methanol / 4 h / 20 °C / Inert atmosphere

3.2: Amberlite IR₁₂₀ H⁺ resin

4.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

5.1: di(n-butyl)tin oxide / toluene / 2 h / 110 °C / Inert atmosphere; Molecular sieve

5.2: 110 °C / Inert atmosphere

With 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; tri-n-butyl-tin hydride; sodium methylate; silver trifluoroacetate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;