Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester
CAS No.:202919-74-2
Molecular Formula:C₃₅H₄₆O₁₃
Molecular Weight:674.742
Hs Code.:

Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

Synonyms:Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

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Technology Process of Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

There total 8 articles about Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl 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: 86.0%

: 202919-73-1
Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3R,4R,6S)-6-(4-methoxy-phenoxy)-2-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

: 202919-74-2
Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;
DOI:10.1021/ja973348b

Reference yield:

: (2R,3R,4R)-2-Methyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-ol

: 202919-74-2
Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: toluene

2: toluene / 0 - 20 °C

3: 74 percent / N₂H₄ / methanol / 20 °C

4: 77 percent / 4 Angstroem molecular sieves, DEAD, Ph₃P / toluene / 0 °C

5: 77 percent / Bu₃SnH, AIBN / benzene / Heating

6: 54 percent / TMSOTf / toluene; CH₂Cl₂ / 0.08 h / -94 °C

7: 86 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C

With 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; triphenylphosphine; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja973348b

Reference yield:

: (2R,3R,4S)-6-Chloro-2-methyl-5-phenylselanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-ol

: 202919-74-2
Phenoxy-acetic acid (2S,3S,6S)-6-{(2R,3R,4R,6S)-3-acetoxy-6-[(2R,3S,4R,6S)-4-hydroxy-6-(4-methoxy-phenoxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-4-yloxy}-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: toluene / 0 - 20 °C

2: 74 percent / N₂H₄ / methanol / 20 °C

3: 77 percent / 4 Angstroem molecular sieves, DEAD, Ph₃P / toluene / 0 °C

4: 77 percent / Bu₃SnH, AIBN / benzene / Heating

5: 54 percent / TMSOTf / toluene; CH₂Cl₂ / 0.08 h / -94 °C

6: 86 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C

With 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; triphenylphosphine; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja973348b