3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester
CAS No.:575444-16-5
Molecular Formula:C₃₆H₄₇NO₆Si
Molecular Weight:617.858
Hs Code.:

3-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid <i>tert</i>-butyl ester

Synonyms:3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

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Chemical Property of 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

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Technology Process of 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

There total 10 articles about 3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl 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: 82.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 575444-15-4
(3S,5S,6R)-3-(3-Hydroxy-4-methoxy-5-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

: 575444-16-5
3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(03)01082-7

Reference yield:

: 82628-68-0
3,4-dihydroxy-5-methylbenzaldehyde

: 575444-16-5
3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 82 percent / Et₃N / dimethylformamide

2: 88 percent / K₂CO₃ / acetone

3: 82 percent / TBAF / tetrahydrofuran

4: 86 percent / K₂CO₃ / acetone

5: 100 percent / LiAlH₄ / diethyl ether

6: 94 percent / CBr₄; Ph₃P / tetrahydrofuran

7: NaHDMS / tetrahydrofuran / -78 °C

8: 95 percent / hydrrogen / Pd/C / ethanol / 760 Torr

9: 82 percent / DMAP; Et₃N / CH₂Cl₂

With dmap; lithium aluminium tetrahydride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; potassium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(03)01082-7

Reference yield:

: 121-33-5,8014-42-4
vanillin

: 575444-16-5
3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: Me₂NH / ethanol

1.2: conc. HCl; SnCl₂

1.3: AlCl₃; pyridine / CH₂Cl₂

2.1: 82 percent / Et₃N / dimethylformamide

3.1: 88 percent / K₂CO₃ / acetone

4.1: 82 percent / TBAF / tetrahydrofuran

5.1: 86 percent / K₂CO₃ / acetone

6.1: 100 percent / LiAlH₄ / diethyl ether

7.1: 94 percent / CBr₄; Ph₃P / tetrahydrofuran

8.1: NaHDMS / tetrahydrofuran / -78 °C

9.1: 95 percent / hydrrogen / Pd/C / ethanol / 760 Torr

10.1: 82 percent / DMAP; Et₃N / CH₂Cl₂

With dmap; lithium aluminium tetrahydride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; potassium carbonate; dimethyl amine; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(03)01082-7