N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

Base Information

Chemical Name:N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide
CAS No.:382141-81-3
Molecular Formula:C₂₁H₂₉NO₁₂
Molecular Weight:487.461
Hs Code.:

N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

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Chemical Property of N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

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Technology Process of N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

There total 6 articles about N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide 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:

: 382141-78-8
(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((2-(methoxycarbonyl)phenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 382141-81-3
N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / NaOMe / methanol / 3 h / 20 °C

2: 91 percent / NaH / dimethylformamide / 16 h

3: 86 percent / NIS; TfOH / CH₂Cl₂; diethyl ether / 0.5 h / -10 °C

4: 99 percent / NaOMe / methanol / 3 h / 20 °C

5: 95 percent / H₂ / Pd(OH)2/C / methanol / 2 h / 20 °C

6: 91 percent / Et₃N / CH₂Cl₂; methanol / 2 h / 0 - 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; sodium methylate; sodium hydride; triethylamine; palladium dihydroxide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2001-16803

Reference yield:

: 382141-77-7
2-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

: 382141-81-3
N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / NIS; TfOH / CH₂Cl₂; diethyl ether / 0.5 h / -10 °C

2: 99 percent / NaOMe / methanol / 3 h / 20 °C

3: 95 percent / H₂ / Pd(OH)2/C / methanol / 2 h / 20 °C

4: 91 percent / Et₃N / CH₂Cl₂; methanol / 2 h / 0 - 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; sodium methylate; triethylamine; palladium dihydroxide; In methanol; diethyl ether; dichloromethane;
DOI:10.1055/s-2001-16803

Reference yield:

: 382141-85-7
(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-2-(4-nitro-phenoxy)-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol

: 382141-81-3
N-{4-[(2S,3R,4R,5R,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd(OH)2/C / methanol / 2 h / 20 °C

2: 91 percent / Et₃N / CH₂Cl₂; methanol / 2 h / 0 - 20 °C

With hydrogen; triethylamine; palladium dihydroxide; In methanol; dichloromethane;
DOI:10.1055/s-2001-16803