2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

Base Information

Chemical Name:2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate
CAS No.:83060-56-4
Molecular Formula:C₃₉H₄₇NO₁₈
Molecular Weight:817.798
Hs Code.:

Synonyms:2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

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Chemical Property of 2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

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Technology Process of 2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

There total 4 articles about 2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate 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:

: 108-24-7
acetic anhydride

: 78355-26-7
Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-acetylcarbamoyloxy-2-((1S,2R,3S,4S,5S)-2,3-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yloxy)-tetrahydro-pyran-3-yl ester

: 83060-56-4
2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

Guidance literature:: With sulfuric acid; In acetic acid; at 0 ℃; for 1h; Yield given;
DOI:10.1021/ja00384a067

Reference yield:

: 78355-21-2
2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl bromide

: 83060-56-4
2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / tetramethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 12 h / 25 °C

2: acetic acid, conc. H₂SO₄ / 1 h / 0 °C

With sulfuric acid; silver trifluoromethanesulfonate; acetic acid; tetramethylurea; In dichloromethane;
DOI:10.1021/jo00365a013

Reference yield:

: 67965-18-8
3,4-di-O-Benzyl-1,6-anhydro-β-L-gulopyranose

: 83060-56-4
2-O-[2,4,6-tri-O-acetyl-3-O-(N-acetylcarbamoyl)-α-D-mannopyranosyl]-3,4-di-O-benzyl-6-O-acetyl-L-gulopyranosyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / tetramethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 12 h / 25 °C

2: acetic acid, conc. H₂SO₄ / 1 h / 0 °C

With sulfuric acid; silver trifluoromethanesulfonate; acetic acid; tetramethylurea; In dichloromethane;
DOI:10.1021/jo00365a013