Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 119803-56-4
• Molecular Formula: C₃₆H₃₈F₃IO₁₉S
• Molecular Weight: 990.652

Synonyms:

Chemical Property of Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

There total 7 articles about Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester 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:

1,2,3,6-tetra-O-acetyl-4-O-(2',3'-di-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside (72718-62-8,81661-67-8,102281-77-6,120852-02-0,93417-43-7) → Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester (119803-56-4,119803-76-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / triethylamine / CH₂Cl₂ / 24 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

3: 51 percent / sodium nitrite / dimethylformamide / 3 h / Ambient temperature

4: 97 percent / pyridine / CH₂Cl₂ / 0 deg C, , 30 min, RT, 3 h

5: tin tetrachloride / CHCl₃; nitromethane / 1.5 h / Ambient temperature

6: pyridine / methanol; CH₂Cl₂ / 24 h / Ambient temperature

7: pyridine / CH₂Cl₂

With pyridine; tin(IV) chloride; triethylamine; sodium nitrite; In methanol; nitromethane; dichloromethane; chloroform; N,N-dimethyl-formamide;

Reference yield:

1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose (119803-50-8) → Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester (119803-56-4,119803-76-8)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 51 percent / sodium nitrite / dimethylformamide / 3 h / Ambient temperature

3: 97 percent / pyridine / CH₂Cl₂ / 0 deg C, , 30 min, RT, 3 h

4: tin tetrachloride / CHCl₃; nitromethane / 1.5 h / Ambient temperature

5: pyridine / methanol; CH₂Cl₂ / 24 h / Ambient temperature

6: pyridine / CH₂Cl₂

With pyridine; tin(IV) chloride; sodium nitrite; In methanol; nitromethane; dichloromethane; chloroform; N,N-dimethyl-formamide;

Reference yield:

Benzoic acid (2R,3R,4R,5R,6R)-4,5-diacetoxy-6-((2R,3R,4S,5R,6S)-4,5,6-triacetoxy-2-acetoxymethyl-tetrahydro-pyran-3-yloxy)-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester (119803-51-9) → Benzoic acid (2R,3S,4R,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester (119803-56-4,119803-76-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 51 percent / sodium nitrite / dimethylformamide / 3 h / Ambient temperature

2: 97 percent / pyridine / CH₂Cl₂ / 0 deg C, , 30 min, RT, 3 h

3: tin tetrachloride / CHCl₃; nitromethane / 1.5 h / Ambient temperature

4: pyridine / methanol; CH₂Cl₂ / 24 h / Ambient temperature

5: pyridine / CH₂Cl₂

With pyridine; tin(IV) chloride; sodium nitrite; In methanol; nitromethane; dichloromethane; chloroform; N,N-dimethyl-formamide;

upstream raw materials:

trifluoromethylsulfonic anhydride

Benzoic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R)-4,5-diacetoxy-2-acetoxymethyl-6-(4-iodo-phenoxy)-tetrahydro-pyran-3-yloxy]-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

1,2,3,6-tetra-O-acetyl-4-O-(2',3'-di-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside

1,2,3,6-tetra-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-α-D-glucopyranosyl)-β-D-glucopyranose

Downstream raw materials:

C₄₉H₅₇IO₂₅S

p-iodophenyl-2,3,6-tri-O-acetyl-4-O-<2,3-di-O-acetyl-6-O-benzoyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-β-D-glucopyranosyl>-α-D-glucopyranoside

C₂₄H₃₃IO₁₃S

p-iodophenyl-2,3,6,-tri-O-acetyl-4-O-(2,3-di-O-acetyl-6-O-benzoyl-4-thio-α-D-glucopyranosyl)-α-D-glucopyranoside

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