3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

Base Information

Chemical Name:3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid
CAS No.:866110-61-4
Molecular Formula:C₃₄H₄₃NO₇Si
Molecular Weight:605.803
Hs Code.:

3-[5-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9<i>H</i>-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

Synonyms:3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

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Chemical Property of 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

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Technology Process of 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

There total 8 articles about 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid 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

: 866110-61-4
3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

Guidance literature:: Multi-step reaction with 8 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/BaSO₄ / tetrahydrofuran / 24 h / 760 Torr

4.1: trifluoroacetic acid / CH₂Cl₂ / 12 h / 20 °C

5.1: 656 mg / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

6.1: tetrahydrofuran; acetonitrile; H₂O / 0.25 h / 20 °C

6.2: 72 percent / NaCNBH₃; aq. acetic acid / tetrahydrofuran; acetonitrile / 0.75 h / 20 °C

7.1: H₂ / PdCl₂ / ethanol / 12 h / 760 Torr

8.1: 352 mg / aq. NaHCO₃ / CH₂Cl₂ / 12 h / 20 °C

With 1H-imidazole; dmap; hydrogen; iodine; sodium hexamethyldisilazane; sodium hydrogencarbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; Pd-BaSO₄; palladium dichloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ja0535918

Reference yield:

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

: 866110-61-4
3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

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

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

2.1: H₂ / Pd/BaSO₄ / tetrahydrofuran / 24 h / 760 Torr

3.1: trifluoroacetic acid / CH₂Cl₂ / 12 h / 20 °C

4.1: 656 mg / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

5.1: tetrahydrofuran; acetonitrile; H₂O / 0.25 h / 20 °C

5.2: 72 percent / NaCNBH₃; aq. acetic acid / tetrahydrofuran; acetonitrile / 0.75 h / 20 °C

6.1: H₂ / PdCl₂ / ethanol / 12 h / 760 Torr

7.1: 352 mg / aq. NaHCO₃ / CH₂Cl₂ / 12 h / 20 °C

With dmap; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; Pd-BaSO₄; palladium dichloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ja0535918

Reference yield:

: (3S,5S,6R)-3-(5-Hydroxy-2,4-dimethoxy-3-methyl-benzyl)-5,6-diphenyl-morpholin-2-one

: 866110-61-4
3-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 656 mg / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

2.1: tetrahydrofuran; acetonitrile; H₂O / 0.25 h / 20 °C

2.2: 72 percent / NaCNBH₃; aq. acetic acid / tetrahydrofuran; acetonitrile / 0.75 h / 20 °C

3.1: H₂ / PdCl₂ / ethanol / 12 h / 760 Torr

4.1: 352 mg / aq. NaHCO₃ / CH₂Cl₂ / 12 h / 20 °C

With dmap; hydrogen; sodium hydrogencarbonate; triethylamine; palladium dichloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ja0535918