2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide

Base Information

• Chemical Name: 2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide
• CAS No.: 866783-28-0
• Molecular Formula: C₄₆H₆₄ClNO₁₂
• Molecular Weight: 858.467
• Mol file: 866783-28-0.mol

Synonyms:2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide

Chemical Property of 2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide

There total 41 articles about 2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-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: 89.0%

2-[(2R,3R,4R,5R,6R)-6-[(1S,4S,5R,6R)-10-Chloro-4-hydroxy-1-(4-methoxy-benzyloxy)-5-methyl-2-oxo-6-triethylsilanyloxy-decyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide (866783-27-9) + methanol (67-56-1) → 2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide (866783-28-0)

Guidance literature:

With pyridinium p-toluenesulfonate; trimethyl orthoformate; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1055/s-2005-871960

Reference yield: 89.0%

2-[(2R,3R,4R,5R,6R)-6-[(1S,4S,5R,6R)-10-Chloro-4-hydroxy-1-(4-methoxy-benzyloxy)-5-methyl-2-oxo-6-triethylsilanyloxy-decyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide (866783-27-9) + trimethyl orthoformate (149-73-5) → 2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide (866783-28-0)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; at 20 ℃;

DOI:10.1039/c3sc50304f

Reference yield:

(S)-3-((2S,3R)-7-Chloro-3-hydroxy-2-methyl-heptanoyl)-4-isopropyl-oxazolidin-2-one (866783-43-9) → 2-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5R,6R)-6-(4-Chloro-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide (866783-28-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 80 percent / n-BuLi / tetrahydrofuran / 0.5 h / 0 °C

3: 98 percent / Et₃SiH / Pd/C / CH₂Cl₂ / 0.17 h / 20 °C

4: 3 h / -78 - 0 °C

5: 89 percent / PPTS; TMOF / tetrahydrofuran / 0.33 h / 20 °C

With 1H-imidazole; triethylsilane; n-butyllithium; pyridinium p-toluenesulfonate; trimethyl orthoformate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2005-871960

upstream raw materials:

2-[(2R,3R,4R,5R,6R)-6-[(1S,4S,5R,6R)-10-Chloro-4-hydroxy-1-(4-methoxy-benzyloxy)-5-methyl-2-oxo-6-triethylsilanyloxy-decyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-N-methoxy-N-methyl-acetamide

methanol

(S)-3-((2S,3R)-7-Chloro-3-hydroxy-2-methyl-heptanoyl)-4-isopropyl-oxazolidin-2-one

(2S,3R)-7-Chloro-2-methyl-3-triethylsilanyloxy-heptanethioic acid S-ethyl ester

Downstream raw materials:

C₆₃H₉₆ClIO₁₁Si₂

1-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-chloro-butyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-propan-2-one

1-[6-[[4-(tert-butyl-dimethyl-silanyloxy)-6-(4-chloro-butyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-7-chloro-4-hydroxy-octa-5,7-dien-2-one

C₆₃H₉₆Cl₂O₁₁Si₂