methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

Base Information

Chemical Name:methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside
CAS No.:872182-73-5
Molecular Formula:C₁₇H₂₇NO₃
Molecular Weight:293.406
Hs Code.:

Synonyms:methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

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Chemical Property of methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

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Technology Process of methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

There total 8 articles about methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside 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: 80.0%

: 872182-71-3
methyl 4-O-benzyl-6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

: 872182-73-5
methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; for 14h;
DOI:10.1139/v05-095

Reference yield:

: 872182-68-8
methyl 4-O-benzyl-2,6-dideoxy-6-C-methyl-α-D-ribo-hexopyranoside

: 872182-73-5
methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / pyridine / 12 h / 0 - 20 °C

2: 80 percent / sodium azide / dimethylformamide / 1.5 h / 160 °C

3: trimethylphosphine / tetrahydrofuran; toluene; H₂O / 0.75 h / Heating

4: sodium cyanoborohydride; acetic acid / methanol / 12 h

5: 80 percent / hydrogen / palladium(II) hydroxide on carbon / ethyl acetate / 14 h

With pyridine; sodium azide; hydrogen; sodium cyanoborohydride; acetic acid; trimethylphosphane; palladium dihydroxide; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 3: Staudinger reduction;
DOI:10.1139/v05-095

Reference yield:

: 872182-66-6
methyl 4-O-benzyl-2-deoxy-α-D-ribo-hexopyranoside

: 872182-73-5
methyl 6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / pyridine / CH₂Cl₂ / 16 h / 20 °C

2.1: copper(I) iodide / diethyl ether / 0.33 h / -5 °C

2.2: 89 percent / diethyl ether / 4 h / -78 - 20 °C

3.1: 94 percent / pyridine / 12 h / 0 - 20 °C

4.1: 80 percent / sodium azide / dimethylformamide / 1.5 h / 160 °C

5.1: trimethylphosphine / tetrahydrofuran; toluene; H₂O / 0.75 h / Heating

6.1: sodium cyanoborohydride; acetic acid / methanol / 12 h

7.1: 80 percent / hydrogen / palladium(II) hydroxide on carbon / ethyl acetate / 14 h

With pyridine; copper(l) iodide; sodium azide; hydrogen; sodium cyanoborohydride; acetic acid; trimethylphosphane; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 5.1: Staudinger reduction;
DOI:10.1139/v05-095