C₄₈H₄₉F₆NO₁₇S₂

Base Information

• Chemical Name: C₄₈H₄₉F₆NO₁₇S₂
• CAS No.: 129114-78-9
• Molecular Formula: C₄₈H₄₉F₆NO₁₇S₂
• Molecular Weight: 1090.04
• Mol file: 129114-78-9.mol

Synonyms:

Chemical Property of C₄₈H₄₉F₆NO₁₇S₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₈H₄₉F₆NO₁₇S₂

There total 11 articles about C₄₈H₄₉F₆NO₁₇S₂ 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:

trifluoromethylsulfonic anhydride (358-23-6) + 2-{(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,6R)-4-Allyloxy-3,5-dihydroxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yl}-isoindole-1,3-dione (129090-90-0) → C48H49F6NO17S2 (129114-78-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 18h;

DOI:10.1016/0008-6215(90)84225-J

Reference yield:

methyl-2-desoxy-2-phthalimido-β-D-glucopyranoside (76101-14-9) → C48H49F6NO17S2 (129114-78-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 4-toluenesulfonic acid / acetonitrile / 12 h / Ambient temperature

2: 1.) sodium hydride / 1.) N,N-dimethylformamide, 15 min, 0 deg C 2.) 1 h, 0 deg C; 3 h, r.t.

3: 70 percent / NaBH₃CN, 3 Angstroem molecular sieves, HCl / tetrahydrofuran; diethyl ether / 5 h / Ambient temperature

4: 72 percent / 4 Angstroem molecular sieves, trimethylsilyl triflate / CH₂Cl₂ / 1 h, -20 deg C; 3 h, r.t.

5: sodium methoxide, methanol / 2 h / Ambient temperature

6: 1.) tributyltin oxide, 4 Angstroem molecular sieves 2.) N-methylimidazole / 1.) acetonitrile, 20 h, reflux 2.) 96 h, reflux

7: 83 percent / 4-toluenesulfonic acid / acetonitrile / 0.08 h / Ambient temperature

8: 1.) NaBH₃CN, 3 Angstroem molecular sieves 2.) trifluoroacetic acid / 1.) oxolane, 30 min, r.t. 2.) 48 h, r.t.

9: pyridine / CH₂Cl₂ / 18 h / 0 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; methanol; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; tributyltin oxide; sodium methylate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/0008-6215(90)84225-J

Reference yield:

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl chloride (7772-87-4) → C48H49F6NO17S2 (129114-78-9)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) HgO, HgCl₂, Drierite / 1.) dichloromethane, 1 h, r.t. 2.) 48 h

2: sodium methoxide, methanol / dioxane / 1 h / Ambient temperature

3: 4-toluenesulfonic acid / acetonitrile / 12 h / Ambient temperature

4: 1.) sodium hydride / 1.) N,N-dimethylformamide, 15 min, 0 deg C 2.) 1 h, 0 deg C; 3 h, r.t.

5: 70 percent / NaBH₃CN, 3 Angstroem molecular sieves, HCl / tetrahydrofuran; diethyl ether / 5 h / Ambient temperature

6: 72 percent / 4 Angstroem molecular sieves, trimethylsilyl triflate / CH₂Cl₂ / 1 h, -20 deg C; 3 h, r.t.

7: sodium methoxide, methanol / 2 h / Ambient temperature

8: 1.) tributyltin oxide, 4 Angstroem molecular sieves 2.) N-methylimidazole / 1.) acetonitrile, 20 h, reflux 2.) 96 h, reflux

9: 83 percent / 4-toluenesulfonic acid / acetonitrile / 0.08 h / Ambient temperature

10: 1.) NaBH₃CN, 3 Angstroem molecular sieves 2.) trifluoroacetic acid / 1.) oxolane, 30 min, r.t. 2.) 48 h, r.t.

11: pyridine / CH₂Cl₂ / 18 h / 0 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; methanol; calcium sulfate; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; tributyltin oxide; sodium methylate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/0008-6215(90)84225-J

upstream raw materials:

trifluoromethylsulfonic anhydride

2-{(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,6R)-4-Allyloxy-3,5-dihydroxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yl}-isoindole-1,3-dione

methyl-2-desoxy-2-phthalimido-β-D-glucopyranoside

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl chloride

Downstream raw materials:

methyl 4-O-<3-O-allyl-2,4-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-mannopyranosyl>-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Refernces