(4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

Base Information

Chemical Name:(4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole
CAS No.:130611-55-1
Molecular Formula:C₃₉H₅₅NO₉Si
Molecular Weight:709.952
Hs Code.:

(4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

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Chemical Property of (4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

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Technology Process of (4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

There total 8 articles about (4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole 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:

: 73252-54-7
(2-bromo-3,4,5-trimethoxyphenyl)methanol

: 130611-55-1,130696-02-5
(4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 8 steps

1: 95.6 percent / triethylamine / CH₂Cl₂ / 0.5 h

2: 1.) magnesium, 1,2-dibromoethane / 1.) THF, reflux, 1 h, 2.) reflux, 2 d

3: 1.) sodium sulfate, water, trifluoroacetic acid, 2.) pyridine / 1.) THF, 12 h, 2.) CH₂Cl₂, from 0 deg C to RT, 7 h

4: 100 percent / aq. NaOH / tetrahydrofuran / 3 h / 55 °C

5: triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / Ambient temperature

6: diisobutylaluminum hydride (DIBAL) / CH₂Cl₂ / 3 h / -78 °C

7: 79 percent / triphenylphosphine, N-bromosuccinimide / CH₂Cl₂ / 0.67 h / 0 °C

8: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) -100 deg C, 1.5 h

With pyridine; dmap; sodium hydroxide; N-Bromosuccinimide; water; diisobutylaluminium hydride; magnesium; sodium sulfate; ethylene dibromide; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00178a037

Reference yield:

: 130611-34-6
2-bromo-1-<(tert-butyldimethylsiloxy)methyl>-3,4,5-trimethoxybenzene

: 130611-55-1,130696-02-5
(4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) magnesium, 1,2-dibromoethane / 1.) THF, reflux, 1 h, 2.) reflux, 2 d

2: 1.) sodium sulfate, water, trifluoroacetic acid, 2.) pyridine / 1.) THF, 12 h, 2.) CH₂Cl₂, from 0 deg C to RT, 7 h

3: 100 percent / aq. NaOH / tetrahydrofuran / 3 h / 55 °C

4: triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / Ambient temperature

5: diisobutylaluminum hydride (DIBAL) / CH₂Cl₂ / 3 h / -78 °C

6: 79 percent / triphenylphosphine, N-bromosuccinimide / CH₂Cl₂ / 0.67 h / 0 °C

7: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) -100 deg C, 1.5 h

With pyridine; dmap; sodium hydroxide; N-Bromosuccinimide; water; diisobutylaluminium hydride; magnesium; sodium sulfate; ethylene dibromide; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00178a037

Reference yield:

: 130611-47-1
6'-Hydroxymethyl-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-carboxylic acid

: 130611-55-1,130696-02-5
(4R,5R)-2-{2-[6'-(tert-Butyl-dimethyl-silanyloxymethyl)-4,5,6,2',3',4'-hexamethoxy-biphenyl-2-yl]-1-methyl-ethyl}-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / Ambient temperature

2: diisobutylaluminum hydride (DIBAL) / CH₂Cl₂ / 3 h / -78 °C

3: 79 percent / triphenylphosphine, N-bromosuccinimide / CH₂Cl₂ / 0.67 h / 0 °C

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) -100 deg C, 1.5 h

With dmap; N-Bromosuccinimide; diisobutylaluminium hydride; triethylamine; triphenylphosphine; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/ja00178a037