5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol

Base Information

Chemical Name:5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol
CAS No.:866110-63-6
Molecular Formula:C₃₂H₄₅NO₄Si
Molecular Weight:535.799
Hs Code.:

Synonyms:5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol

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Chemical Property of 5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol

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Technology Process of 5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol

There total 6 articles about 5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol 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:

: (5-benzyloxy-2,4-dimethoxy-3-methyl-phenyl)-methanol

: 866110-63-6
5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol

Guidance literature:: Multi-step reaction with 6 steps

1.1: PPh₃; I₂; imidazole / CH₂Cl₂ / 0.5 h / 0 °C

2.1: NaHMDS / tetrahydrofuran / 0.75 h / -78 °C

2.2: 4.73 g / tetrahydrofuran / 4 h / -78 °C

3.1: H₂ / Pd/C / tetrahydrofuran; methanol / 18 h / 760 Torr

4.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.33 h / 20 °C

4.2: 740 mg / NaBH₄ / tetrahydrofuran; H₂O / 2 h / 0 °C

5.1: TFA / CH₂Cl₂ / 0.67 h / 20 °C

6.1: 4.15 g / NEt₃ / CH₂Cl₂ / 19 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; hydrogen; iodine; sodium hexamethyldisilazane; triethylamine; triphenylphosphine; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja0535918

Reference yield:

: 866110-56-7
1-Benzyloxy-5-iodomethyl-2,4-dimethoxy-3-methyl-benzene

: 866110-63-6
5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaHMDS / tetrahydrofuran / 0.75 h / -78 °C

1.2: 4.73 g / tetrahydrofuran / 4 h / -78 °C

2.1: H₂ / Pd/C / tetrahydrofuran; methanol / 18 h / 760 Torr

3.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.33 h / 20 °C

3.2: 740 mg / NaBH₄ / tetrahydrofuran; H₂O / 2 h / 0 °C

4.1: TFA / CH₂Cl₂ / 0.67 h / 20 °C

5.1: 4.15 g / NEt₃ / CH₂Cl₂ / 19 h / 20 °C

With 4-methyl-morpholine; hydrogen; sodium hexamethyldisilazane; triethylamine; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja0535918

Reference yield:

: 866110-57-8
(3S,5S,6R)-3-(5-Benzyloxy-2,4-dimethoxy-3-methyl-benzyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

: 866110-63-6
5-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-1,2-diphenyl-ethylamino)-propyl]-2,4-dimethoxy-3-methyl-phenol

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂ / Pd/C / tetrahydrofuran; methanol / 18 h / 760 Torr

2.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.33 h / 20 °C

2.2: 740 mg / NaBH₄ / tetrahydrofuran; H₂O / 2 h / 0 °C

3.1: TFA / CH₂Cl₂ / 0.67 h / 20 °C

4.1: 4.15 g / NEt₃ / CH₂Cl₂ / 19 h / 20 °C

With 4-methyl-morpholine; hydrogen; triethylamine; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja0535918