2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-acetamide

Base Information

• Chemical Name: 2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-acetamide
• CAS No.: 849208-04-4
• Molecular Formula: C₄₃H₅₅F₄NO₁₀
• Molecular Weight: 821.904

Synonyms:

Chemical Property of 2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-acetamide

There total 4 articles about 2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-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:

(2R,3S,4S,5S,6S)-2-Aminomethyl-5-fluoro-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol + trifluoroacetic anhydride (407-25-0) → 2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-acetamide (849208-04-4)

Guidance literature:

(2R,3S,4S,5S,6S)-2-Aminomethyl-5-fluoro-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol; trifluoroacetic anhydride; With pyridine; In dichloromethane; at 20 ℃;

With methanol; at 20 ℃; for 4h;

DOI:10.1016/j.tetasy.2004.11.063

Reference yield:

octyl 2-deoxy-2-fluoro-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (849208-00-0) → 2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-acetamide (849208-04-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 68 percent / pyridine; 4-(dimethylamino)pyridine / 18 h / 20 °C

2.1: 92 percent / sodium azide; 15-crown-5 / dimethylformamide / 60 °C

3.1: triphenylphosphine / tetrahydrofuran; H₂O / 20 °C

4.1: pyridine / CH₂Cl₂ / 20 °C

4.2: 150 mg / methanol / 4 h / 20 °C

With pyridine; dmap; sodium azide; 15-crown-5; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2004.11.063

Reference yield:

octyl 6-azido-2,6-dideoxy-2-fluoro-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (849208-03-3) → 2,2,2-Trifluoro-N-[(2R,3S,4S,5S,6S)-5-fluoro-3,4-dihydroxy-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-acetamide (849208-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine / tetrahydrofuran; H₂O / 20 °C

2.1: pyridine / CH₂Cl₂ / 20 °C

2.2: 150 mg / methanol / 4 h / 20 °C

With pyridine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetasy.2004.11.063

upstream raw materials:

trifluoroacetic anhydride

octyl 2-deoxy-2-fluoro-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 6-azido-2,6-dideoxy-2-fluoro-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

octyl 2-deoxy-2-fluoro-6-O-p-toluenesulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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