2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester
CAS No.:565226-31-5
Molecular Formula:C₃₈H₆₂O₇Si
Molecular Weight:658.992
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

There total 11 articles about 2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl 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:

: 3282-30-2
pivaloyl chloride

: (3S,4R,5S,6R,7S,8S)-8-Benzyloxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonane-1,2-diol

: 2,2-Dimethyl-propionic acid (2S,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

: 565226-31-5
2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 3.5h;
DOI:10.1016/S0040-4039(03)00955-9

Reference yield:

: (2S,3R,4S,5S)-5-Benzyloxy-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hexanal

: 565226-31-5
2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: MgBr₂*OEt₂ / CH₂Cl₂ / 8 h / -30 - 20 °C

2: imidazole / CH₂Cl₂ / 4 h / 20 °C

3: OsO₄; NMO / acetone; H₂O / 20 h / 20 °C

4: pyridine; DMAP / CH₂Cl₂ / 3.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; magnesium bromide; In dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(03)00955-9

Reference yield:

: 132409-48-4
(2RS,3SR)-3-O-benzyl-2-methyl-1,3-butanediol

: 565226-31-5
2,2-Dimethyl-propionic acid (2R,3S,4R,5S,6R,7S,8S)-8-benzyloxy-2-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-4-triethylsilanyloxy-nonyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - -50 °C

2: BF₃*OEt₂ / CH₂Cl₂ / 1 h / -85 °C

3: 92 percent / NaH / tetrahydrofuran; dimethylsulfoxide / 15 h / 20 °C

4: OsO₄; NMO / acetone; H₂O / 12 h / 20 °C

5: NaIO₄ / acetone; H₂O / 1.5 h / 20 °C

6: MgBr₂*OEt₂ / CH₂Cl₂ / 8 h / -30 - 20 °C

7: imidazole / CH₂Cl₂ / 4 h / 20 °C

8: OsO₄; NMO / acetone; H₂O / 20 h / 20 °C

9: pyridine; DMAP / CH₂Cl₂ / 3.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; boron trifluoride diethyl etherate; sodium hydride; dimethyl sulfoxide; triethylamine; magnesium bromide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; acetone; 1: Swern oxidation;
DOI:10.1016/S0040-4039(03)00955-9