N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide

Base Information

• Chemical Name: N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide
• CAS No.: 1053390-17-2
• Molecular Formula: C₆₇H₇₇F₃N₂O₁₆
• Molecular Weight: 1223.35

Synonyms:N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide

Chemical Property of N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide

Chemical Property:

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Technology Process of N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide

There total 4 articles about N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-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: 100.0%

3-trifluoroacetamidopropyl (2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside (497869-65-5) → N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide (1053390-17-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1039/b205684d

Reference yield:

N-(3-hydroxypropyl)trifluoroacetamide (78008-15-8) → N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide (1053390-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / BF₃*Et₂O / diethyl ether / 20 °C

2: 100 percent / aq. CF₃COOH / CH₂Cl₂ / 0.5 h / 0 °C

With boron trifluoride diethyl etherate; trifluoroacetic acid; In diethyl ether; dichloromethane;

DOI:10.1039/b205684d

Reference yield:

C69H75NO15 → N-(3-{3-[5-(3-acetylamino-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy}-propyl)-2,2,2-trifluoro-acetamide (1053390-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / DBU / CH₂Cl₂ / 0.25 h / 0 °C

2: 69 percent / BF₃*Et₂O / diethyl ether / 20 °C

3: 100 percent / aq. CF₃COOH / CH₂Cl₂ / 0.5 h / 0 °C

With boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In diethyl ether; dichloromethane;

DOI:10.1039/b205684d

upstream raw materials:

3-trifluoroacetamidopropyl (2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

N-(3-hydroxypropyl)trifluoroacetamide

O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-α,β-L-rhamnopyranosyl trichloroacetamidate

Downstream raw materials:

3-trifluoroacetamidopropyl (2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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