N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

Base Information

Chemical Name:N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide
CAS No.:196876-57-0
Molecular Formula:C₄₅H₆₀N₂O₁₁
Molecular Weight:804.978
Hs Code.:

N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

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Chemical Property of N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

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Technology Process of N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

There total 10 articles about N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-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:

: N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((4aR,6S,7R,8S,8aS)-8-benzyloxy-7-cyanomethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

: 196876-57-0
N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: With acetic acid; In water; at 60 ℃; Yield given;
DOI:10.1016/S0008-6215(97)00142-0

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 196876-57-0
N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 7 steps

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

2: 86 percent / NaH / dimethylformamide / 0 °C

3: 70 percent / NaCNBH₃, molecular sieves 4 Angstroem, HCl / tetrahydrofuran; diethyl ether / 1.) -5 deg C, 2 h, 2.) room temperatuere, overnight.

4: 57 percent / AgOTf, molecular sieves 4 Angstroem, Br₂ / CH₂Cl₂ / 1 h / -30 °C

5: 90 percent / NaOMe / methanol / 45 - 50 °C

6: 1.) NaH / 1.) CH₃CN, room temperature, 1 h, 2.) CH₂Cl₂ -20 deg C, 2 h and room temperature, overnight.

7: AcOH / H₂O / 60 °C

With hydrogenchloride; 4 A molecular sieve; bromine; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 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

: 196876-57-0
N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5S,6R)-4-benzyloxy-3-cyanomethoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 7 steps

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

2: 86 percent / NaH / dimethylformamide / 0 °C

3: 70 percent / NaCNBH₃, molecular sieves 4 Angstroem, HCl / tetrahydrofuran; diethyl ether / 1.) -5 deg C, 2 h, 2.) room temperatuere, overnight.

4: 57 percent / AgOTf, molecular sieves 4 Angstroem, Br₂ / CH₂Cl₂ / 1 h / -30 °C

5: 90 percent / NaOMe / methanol / 45 - 50 °C

6: 1.) NaH / 1.) CH₃CN, room temperature, 1 h, 2.) CH₂Cl₂ -20 deg C, 2 h and room temperature, overnight.

7: AcOH / H₂O / 60 °C

With hydrogenchloride; 4 A molecular sieve; bromine; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(97)00142-0