2H-Pyran-2-one, 6-[[(1R,2S,3S,5S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,5-dihydroxy -2-[(2-methoxyethoxy)methoxy]-2-(2-propenyl)cyclohexyl]methyl]-4-meth oxy-

Base Information

Chemical Name:2H-Pyran-2-one, 6-[[(1R,2S,3S,5S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,5-dihydroxy -2-[(2-methoxyethoxy)methoxy]-2-(2-propenyl)cyclohexyl]methyl]-4-meth oxy-
CAS No.:631900-29-3
Molecular Formula:C26H44O9Si
Molecular Weight:528.715
Hs Code.:

2H-Pyran-2-one,
6-[[(1R,2S,3S,5S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,5-dihydroxy
-2-[(2-methoxyethoxy)methoxy]-2-(2-propenyl)cyclohexyl]methyl]-4-meth
oxy-

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Chemical Property of 2H-Pyran-2-one, 6-[[(1R,2S,3S,5S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,5-dihydroxy -2-[(2-methoxyethoxy)methoxy]-2-(2-propenyl)cyclohexyl]methyl]-4-meth oxy-

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Technology Process of 2H-Pyran-2-one, 6-[[(1R,2S,3S,5S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,5-dihydroxy -2-[(2-methoxyethoxy)methoxy]-2-(2-propenyl)cyclohexyl]methyl]-4-meth oxy-

There total 12 articles about 2H-Pyran-2-one, 6-[[(1R,2S,3S,5S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,5-dihydroxy -2-[(2-methoxyethoxy)methoxy]-2-(2-propenyl)cyclohexyl]methyl]-4-meth oxy- 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: 97.0%

: 631900-28-2
4-methoxy-6-([(1S,2S,3S)-2-allyl-3-(tert-butyldimethylsilyloxy)-1-hydroxy-2-(2-methoxyethoxymethoxy)-5-oxocyclohexyl]methyl)-2H-pyran-2-one

: 631900-29-3
4-methoxy-6-([(1R,2S,3S,5S)-2-allyl-3-(tert-butyldimethylsilyloxy)-1,5-dihydroxy-2-(2-methoxyethoxymethoxy)cyclohexyl]methyl)-2H-pyran-2-one

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1002/anie.200351455

Reference yield:

: 675-10-5
4-hydroxy-6-methyl-2-pyron

: 631900-29-3
4-methoxy-6-([(1R,2S,3S,5S)-2-allyl-3-(tert-butyldimethylsilyloxy)-1,5-dihydroxy-2-(2-methoxyethoxymethoxy)cyclohexyl]methyl)-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: t-BuLi / tetrahydrofuran; pentane / -78 - 0 °C

1.2: 64 percent / tetrahydrofuran; pentane / 48 h / -78 °C

2.1: 92 percent / K₂CO₃ / acetone / 12 h / 20 °C

3.1: 94 percent / HF*pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C

4.1: 96 percent / 2-iodoxybenzoic acid / dimethylsulfoxide / 4 h / 20 °C

5.1: L-selectride / tetrahydrofuran / 2 h / -78 °C

5.2: 97 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; tert.-butyl lithium; L-Selectride; potassium carbonate; pyridine hydrogenfluoride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; acetone; pentane;
DOI:10.1002/chem.200500640

Reference yield:

: 631900-21-5
2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyloxy-cyclohexanone

: 631900-29-3
4-methoxy-6-([(1R,2S,3S,5S)-2-allyl-3-(tert-butyldimethylsilyloxy)-1,5-dihydroxy-2-(2-methoxyethoxymethoxy)cyclohexyl]methyl)-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2.1: 80 percent / (i-Pr)2NEt / 1,2-dichloro-ethane / 8 h / 70 °C

3.1: 95 percent / K₂CO₃ / methanol / 12 h / 20 °C

4.1: 98 percent / 2-iodoxybenzoic acid / dimethylsulfoxide / 12 h / 20 °C

5.1: t-BuLi / tetrahydrofuran; pentane / -78 - 0 °C

5.2: 64 percent / tetrahydrofuran; pentane / 48 h / -78 °C

6.1: 92 percent / K₂CO₃ / acetone / 12 h / 20 °C

7.1: 94 percent / HF*pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C

8.1: 96 percent / 2-iodoxybenzoic acid / dimethylsulfoxide / 4 h / 20 °C

9.1: L-selectride / tetrahydrofuran / 2 h / -78 °C

9.2: 97 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; tert.-butyl lithium; L-Selectride; potassium carbonate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; 1,2-dichloro-ethane; acetone; pentane; 1.1: Grignard addition;
DOI:10.1002/chem.200500640