2H-Pyran-2-one, 6-[[(1R,5S,7S,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8-[(2-methoxy ethoxy)methoxy]-3,3-dimethyl-8-(2-oxo-2-phenylethyl)-2,4-dioxabicyclo[ 3.3.1]non-1-yl]methyl]-4-methoxy-

Base Information

Chemical Name:2H-Pyran-2-one, 6-[[(1R,5S,7S,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8-[(2-methoxy ethoxy)methoxy]-3,3-dimethyl-8-(2-oxo-2-phenylethyl)-2,4-dioxabicyclo[ 3.3.1]non-1-yl]methyl]-4-methoxy-
CAS No.:631900-11-3
Molecular Formula:C34H50O10Si
Molecular Weight:646.851
Hs Code.:

2H-Pyran-2-one,
6-[[(1R,5S,7S,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8-[(2-methoxy
ethoxy)methoxy]-3,3-dimethyl-8-(2-oxo-2-phenylethyl)-2,4-dioxabicyclo[
3.3.1]non-1-yl]methyl]-4-methoxy-

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Chemical Property of 2H-Pyran-2-one, 6-[[(1R,5S,7S,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8-[(2-methoxy ethoxy)methoxy]-3,3-dimethyl-8-(2-oxo-2-phenylethyl)-2,4-dioxabicyclo[ 3.3.1]non-1-yl]methyl]-4-methoxy-

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Technology Process of 2H-Pyran-2-one, 6-[[(1R,5S,7S,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8-[(2-methoxy ethoxy)methoxy]-3,3-dimethyl-8-(2-oxo-2-phenylethyl)-2,4-dioxabicyclo[ 3.3.1]non-1-yl]methyl]-4-methoxy-

There total 16 articles about 2H-Pyran-2-one, 6-[[(1R,5S,7S,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8-[(2-methoxy ethoxy)methoxy]-3,3-dimethyl-8-(2-oxo-2-phenylethyl)-2,4-dioxabicyclo[ 3.3.1]non-1-yl]methyl]-4-methoxy- 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: 91.0%

: 631900-31-7
6-[(1R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-(2-hydroxy-2-phenyl-ethyl)-8-(2-methoxy-ethoxymethoxy)-3,3-dimethyl-2,4-dioxa-bicyclo[3.3.1]non-1-ylmethyl]-4-methoxy-pyran-2-one

: 631900-11-3
2-{(1S,2R,4S,6S)-6-(tert-butyldimethylsilyloxy)-2,4-(dimethyl)methylendioxy-1-(2-methoxyethoxymethoxy)-2-[(4-methoxy-6-oxopyran-2-yl)methyl]cyclohexyl}-1-phenylethanone

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1002/anie.200351455

Reference yield:

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

: 631900-11-3
2-{(1S,2R,4S,6S)-6-(tert-butyldimethylsilyloxy)-2,4-(dimethyl)methylendioxy-1-(2-methoxyethoxymethoxy)-2-[(4-methoxy-6-oxopyran-2-yl)methyl]cyclohexyl}-1-phenylethanone

Guidance literature:: Multi-step reaction with 9 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

6.1: 90 percent / PPTS / 1,2-dichloro-ethane / 0 - 20 °C

7.1: 85 percent / aq. NaIO₄; AcONa; OsO₄ / tetrahydrofuran / 3 h / 20 °C

8.1: 89 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

9.1: 91 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

With pyridine; sodium periodate; osmium(VIII) oxide; tert.-butyl lithium; sodium acetate; pyridinium p-toluenesulfonate; L-Selectride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; acetone; pentane; 8.1: Grignard addition;
DOI:10.1002/chem.200500640

Reference yield:

: 631900-17-9
4-methoxy-6-([(1R,2S,3S,5R)-2-allyl-3-(tert-butyldimethylsilyloxy)-1,5-dihydroxy-2-(2-methoxyethoxymethoxy)cyclohexyl]methyl)-2H-pyran-2-one

: 631900-11-3
2-{(1S,2R,4S,6S)-6-(tert-butyldimethylsilyloxy)-2,4-(dimethyl)methylendioxy-1-(2-methoxyethoxymethoxy)-2-[(4-methoxy-6-oxopyran-2-yl)methyl]cyclohexyl}-1-phenylethanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / 2-iodoxybenzoic acid / dimethylsulfoxide / 4 h / 20 °C

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

2.2: 97 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

3.1: 90 percent / PPTS / 1,2-dichloro-ethane / 0 - 20 °C

4.1: 85 percent / aq. NaIO₄; AcONa; OsO₄ / tetrahydrofuran / 3 h / 20 °C

5.1: 89 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

6.1: 91 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

With sodium periodate; osmium(VIII) oxide; sodium acetate; pyridinium p-toluenesulfonate; L-Selectride; sodium hydrogencarbonate; Dess-Martin periodane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; 5.1: Grignard addition;
DOI:10.1002/chem.200500640