N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

Base Information

Chemical Name:N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide
CAS No.:197655-24-6
Molecular Formula:C₅₆H₇₄N₄O₁₄
Molecular Weight:1027.22
Hs Code.:

N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

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Suppliers and Price of N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

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Chemical Property of N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

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Technology Process of N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

There total 7 articles about N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-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: 88.0%

: 108-24-7
acetic anhydride

: (2R,3S,4R,5R,6S)-5-Amino-6-[(2S,3S,4S,5R,6R)-5-azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

: 197655-24-6
N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

Guidance literature:: In methanol; Ambient temperature;
DOI:10.1016/S0008-6215(97)00174-2

Reference yield:

: 70831-94-6
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide

: 197655-24-6
N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / AgOTf, collidine, molecular sieves / CH₂Cl₂ / 1 h / -78 - 20 °C

2: 1,2-ethylenediamine, butanol / 12 h / 80 °C

3: 88 percent / methanol / Ambient temperature

With 2,3,5-trimethyl-pyridine; molecular sieve; silver trifluoromethanesulfonate; ethylenediamine; butan-1-ol; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(97)00174-2

Reference yield:

: 115479-43-1
2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl chloride

: 197655-24-6
N-{(2S,3R,4R,5S,6R)-2-[(2S,3S,4S,5R,6R)-5-Azido-4-benzyloxy-6-methyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 67.6 percent / AgOTf, molecular sieves / CH₂Cl₂ / 1.) -65 deg C -> room temperature, 2 h, 2.) room temperature, 1 h

2: 98 percent / NaOMe / methanol / 2 h / Ambient temperature

3: 77 percent / AgOTf, collidine, molecular sieves / CH₂Cl₂ / 1 h / -78 - 20 °C

4: 1,2-ethylenediamine, butanol / 12 h / 80 °C

5: 88 percent / methanol / Ambient temperature

With 2,3,5-trimethyl-pyridine; molecular sieve; sodium methylate; silver trifluoromethanesulfonate; ethylenediamine; butan-1-ol; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(97)00174-2