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

Base Information

Chemical Name:methyl 4-O-benzyl-6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside
CAS No.:872182-71-3
Molecular Formula:C₂₄H₃₃NO₃
Molecular Weight:383.531
Hs Code.:

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

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Chemical Property of methyl 4-O-benzyl-6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

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Technology Process of methyl 4-O-benzyl-6-C-methyl-3-(3-phenyl-propylamino)-2,3,6-trideoxy-α-D-arabino-hexopyranoside

There total 7 articles about methyl 4-O-benzyl-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:

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

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

Guidance literature:: Multi-step reaction with 4 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

With pyridine; sodium azide; sodium cyanoborohydride; acetic acid; trimethylphosphane; In tetrahydrofuran; methanol; water; 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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 872182-70-2
methyl 3-azido-4-O-benzyl-6-C-methyl-2,3,6-trideoxy-α-D-arabino-hexopyranoside

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With sodium cyanoborohydride; acetic acid; trimethylphosphane; In tetrahydrofuran; methanol; water; toluene; 1: Staudinger reduction;
DOI:10.1139/v05-095