N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Base Information

Chemical Name:N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
CAS No.:630115-04-7
Molecular Formula:C₂₆H₄₀N₂O₁₅
Molecular Weight:620.608
Hs Code.:

N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Synonyms:N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

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Chemical Property of N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

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Technology Process of N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

There total 6 articles about N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-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-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-(4-nitro-phenoxy)-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

: 630115-04-7
N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: With hydrogenchloride; hydrogen; palladium dihydroxide; In methanol;
DOI:10.1021/ol0351293

Reference yield:

: 16741-27-8
2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide

: 630115-04-7
N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / K₂CO₃ / dimethylformamide / 5 h / 20 °C

2.1: 77 percent / NaOMe / methanol / 10 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 90 percent / dimethylformamide / 5 h / 20 °C

4.1: N-iodosuccinimide; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 0 °C

4.2: 57 percent / CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

5.1: 91 percent / MeONa / methanol / 7 h

6.1: H₂; aq. HCl / Pd(OH)2 / methanol

With hydrogenchloride; N-iodo-succinimide; 4 A molecular sieve; hydrogen; sodium methylate; sodium hydride; potassium carbonate; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0351293

Reference yield:

: 630114-99-7
o-methoxycarbonylphenyl 1-thio-β-L-fucopyranoside

: 630115-04-7
N-[(2S,3R,4R,5S,6R)-2-(4-Amino-phenoxy)-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 90 percent / dimethylformamide / 5 h / 20 °C

2.1: N-iodosuccinimide; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 0 °C

2.2: 57 percent / CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

3.1: 91 percent / MeONa / methanol / 7 h

4.1: H₂; aq. HCl / Pd(OH)2 / methanol

With hydrogenchloride; N-iodo-succinimide; 4 A molecular sieve; hydrogen; sodium methylate; sodium hydride; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0351293