2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide

Base Information

• Chemical Name: 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide
• CAS No.: 92952-38-0
• Molecular Formula: C₃₄H₃₆N₂O₇S
• Molecular Weight: 616.735
• Mol file: 92952-38-0.mol

Synonyms:

Chemical Property of 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide

There total 5 articles about 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide 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:

3,4-dihydro-2H-pyran (110-87-2) → 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide (92952-38-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / Ambient temperature

2: HF*Pyr / tetrahydrofuran / 24 h / Ambient temperature

3: 4 h / Ambient temperature

With pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(01)81174-6

Reference yield:

tiazofurin (60084-10-8) → 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide (92952-38-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / 3 h / Temperature: from -20 deg C to room temp.

2: pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / Ambient temperature

3: HF*Pyr / tetrahydrofuran / 24 h / Ambient temperature

4: 4 h / Ambient temperature

With pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(01)81174-6

Reference yield:

3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)tiazofurin (92516-87-5) → 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide (92952-38-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / Ambient temperature

2: HF*Pyr / tetrahydrofuran / 24 h / Ambient temperature

3: 4 h / Ambient temperature

With pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(01)81174-6

upstream raw materials:

2-[(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide

mono-4-methoxytrityl chloride

3,4-dihydro-2H-pyran

tiazofurin

Downstream raw materials:

2-(β-D-xylofuranosyl)thiazole-4-carboxamide

Acetic acid (2R,3S,4R,5R)-5-(4-carbamoyl-thiazol-2-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

Trifluoro-methanesulfonic acid (2R,3R,4S,5R)-5-(4-carbamoyl-thiazol-2-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester