ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate

Base Information

• Chemical Name: ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate
• CAS No.: 861448-91-1
• Molecular Formula: C₃₆H₅₂N₂O₆SSi
• Molecular Weight: 668.97
• Mol file: 861448-91-1.mol

Synonyms:ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate

Chemical Property of ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate

There total 12 articles about ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate 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: 100.0%

ethyl 2-[3-(2-amino-2-methylpropyl)phenyl]acetate (808768-94-7) + N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide (861448-71-7) → ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate (861448-91-1)

Guidance literature:

In propiononitrile; for 72h; Heating / reflux;

Reference yield:

(R)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol (188690-82-6) → ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate (861448-91-1)

Guidance literature:

Multi-step reaction with 4 steps

1: platinum(IV) oxide; hydrogen / tetrahydrofuran / 12 h / 20 - 25 °C / 5175.52 Torr

2: pyridine / tetrahydrofuran / 2 h / 20 °C

3: 1H-imidazole / dichloromethane / 1 h / Reflux

4: propiononitrile / 48 h / Reflux

With pyridine; 1H-imidazole; platinum(IV) oxide; hydrogen; In tetrahydrofuran; dichloromethane; propiononitrile;

DOI:10.1021/op2001904

Reference yield:

4'-hydroxy-3'-nitroacetophenone (6322-56-1) → ethyl (3-{2-[((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-{4-benzyloxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-2-methylpropyl}phenyl)acetate (861448-91-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

1.2: 3 h / 20 °C / Reflux

2.1: tetra-N-butylammonium tribromide / tetrahydrofuran; methanol / 4 h

3.1: borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol / tetrahydrofuran / 3.5 h / 3 - 5 °C

4.1: platinum(IV) oxide; hydrogen / tetrahydrofuran / 12 h / 20 - 25 °C / 5175.52 Torr

5.1: pyridine / tetrahydrofuran / 2 h / 20 °C

6.1: 1H-imidazole / dichloromethane / 1 h / Reflux

7.1: propiononitrile / 48 h / Reflux

With pyridine; 1H-imidazole; platinum(IV) oxide; borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; hydrogen; tetra-N-butylammonium tribromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; propiononitrile;

DOI:10.1021/op2001904

upstream raw materials:

ethyl 2-[3-(2-amino-2-methylpropyl)phenyl]acetate

N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

ethyl 2-[3-(2-amino-2-methylpropyl)phenyl]acetate hydrogen (2R,3R)-2,3-bis[(4-methylbenzoyl)oxy]succinate

4'-hydroxy-3'-nitroacetophenone

Downstream raw materials:

ethyl (R)-2-(3-{2-[2-hydroxy-2-(4-benzyloxy-3-methanesulfonamidophenyl)ethylamino]-2-methylpropyl}phenyl)acetate

[3-(2-{[(2R)-2-{4-(benzyloxy)-3-[(methylsulfonyl)amino]phenyl}-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]acetic acid