(2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran

Base Information

• Chemical Name: (2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran
• CAS No.: 296785-33-6
• Molecular Formula: C₅₃H₇₉NO₈Si₃
• Molecular Weight: 942.469
• Mol file: 296785-33-6.mol

Synonyms:(2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran

Chemical Property of (2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran

There total 3 articles about (2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran 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,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(trimethylsilyloxyethyl)]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]-methyl-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran-2-ol (310883-88-6) → (2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran (296785-33-6)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 20 ℃; for 3.5h;

DOI:10.1021/ja002356g

Reference yield:

(4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(trimethylsilyloxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]-methyl-4-methoxy-6-(triethylsilyloxy)methyl-tetrahydro-2H-pyran-2-ol → (2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran (296785-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / diethyl ether; acetonitrile / 72 h / -50 °C

2: 467 mg / NaHCO₃ / methanol / 3.5 h / 20 °C

With pyridine; sodium hydrogencarbonate; In methanol; diethyl ether; acetonitrile;

DOI:10.1021/ja002356g

Reference yield:

triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(hydroxy)ethyl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazolyl-yl)]-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran (296785-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / diethyl ether; acetonitrile / 72 h / -50 °C

2: 467 mg / NaHCO₃ / methanol / 3.5 h / 20 °C

With pyridine; sodium hydrogencarbonate; In methanol; diethyl ether; acetonitrile;

DOI:10.1021/ja002356g

upstream raw materials:

(2R,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[2-(trimethylsilyloxyethyl)]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]-methyl-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxymethyl)-tetrahydro-2H-pyran-2-ol

triethylsilyl trifluoromethyl sulfonate

Downstream raw materials:

2-(2R,3S,4S,5S,6R)-3,5-dimethyl-(6-(E)-1-[2-((2R,4R,6R)-4-methoxy-2-(triethylsilyloxy)-6-(triethylsilyloxy)methyl-tetrahydro-2H-pyran-2-yl)methyl-(1,3-oxazol-4-yl)prop-1-en-2-yl]-4-(triphenylsilyloxy)-tetrahydro-2H-pyran-2-yl)-ethanal