N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide

Base Information

Chemical Name:N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide
CAS No.:196876-41-2
Molecular Formula:C₂₅H₃₈N₂O₆
Molecular Weight:462.587
Hs Code.:

Synonyms:N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide

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Chemical Property of N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide

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Technology Process of N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide

There total 4 articles about N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide 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: 84.0%

: N-((4aR,6R,7R,8R,8aS)-8-Cyanomethoxy-6-octyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

: 196876-41-2
N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: With hydrogenchloride; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; 1.) -5 deg C, 2 h, 2.) room temperature, overnight.lp;
DOI:10.1016/S0008-6215(97)00142-0

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 196876-41-2
N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / p-TsOH*H₂O / acetonitrile / Ambient temperature

2: 1.) NaH / 1.) CH₃CN, room temperature, 2 h, 2.) from -20 deg C to -15 deg C, 5 h.

3: 84 percent / NaCNBH₃, HCl, molecular sieves 4 Angstroem / tetrahydrofuran; diethyl ether / 1.) -5 deg C, 2 h, 2.) room temperature, overnight.lp

With hydrogenchloride; 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1016/S0008-6215(97)00142-0

Reference yield:

: 147126-58-7,383417-49-0
octyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside

: 196876-41-2
N-((2R,3R,4R,5S,6R)-6-Benzyloxymethyl-4-cyanomethoxy-5-hydroxy-2-octyloxy-tetrahydro-pyran-3-yl)-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / p-TsOH*H₂O / acetonitrile / Ambient temperature

2: 1.) NaH / 1.) CH₃CN, room temperature, 2 h, 2.) from -20 deg C to -15 deg C, 5 h.

3: 84 percent / NaCNBH₃, HCl, molecular sieves 4 Angstroem / tetrahydrofuran; diethyl ether / 1.) -5 deg C, 2 h, 2.) room temperature, overnight.lp

With hydrogenchloride; 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1016/S0008-6215(97)00142-0