(2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester

Base Information

• Chemical Name: (2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester
• CAS No.: 911319-64-7
• Molecular Formula: C₃₄H₄₂N₂O₅Si
• Molecular Weight: 586.803
• Mol file: 911319-64-7.mol

Synonyms:(2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester

Chemical Property of (2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester

There total 9 articles about (2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl 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:

benzyl (2S,3R)-(+)-6-tert-butyldimethylsilyloxy-2,3-diphenyl-4-morpholin-5-enecarboxylate (911319-41-0) → (2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester (911319-64-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / tetra-butylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2: 99 percent / DMAP / CH₂Cl₂; tetrahydrofuran / 12 h / Heating

3: H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / atmospheric pressure

4: ZnCl₂ / 24 h / 50 °C

With dmap; tetrabutyl ammonium fluoride; hydrogen; zinc(II) chloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/ol061524s

Reference yield:

(3R,5R,6S)-3-[(R)-Hydroxy-(6-methoxy-quinolin-4-yl)-methyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester (911319-42-1) → (2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester (911319-64-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / DMAP / CH₂Cl₂; tetrahydrofuran / 12 h / Heating

2: H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / atmospheric pressure

3: ZnCl₂ / 24 h / 50 °C

With dmap; hydrogen; zinc(II) chloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/ol061524s

Reference yield:

(3R,5R,6S)-3-[(R)-(6-Methoxy-quinolin-4-yl)-triethylsilanyloxy-methyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester (911319-43-2) → (2R,3R)-2-((1R,2S)-2-Hydroxy-1,2-diphenyl-ethylamino)-3-(6-methoxy-quinolin-4-yl)-3-triethylsilanyloxy-propionic acid methyl ester (911319-64-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / atmospheric pressure

2: ZnCl₂ / 24 h / 50 °C

With hydrogen; zinc(II) chloride; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/ol061524s

upstream raw materials:

(3R,5R,6S)-3-[(R)-(6-Methoxy-quinolin-4-yl)-triethylsilanyloxy-methyl]-5,6-diphenyl-morpholin-2-one

methanol

benzyl (2S,3R)-(+)-6-tert-butyldimethylsilyloxy-2,3-diphenyl-4-morpholin-5-enecarboxylate

(3R,5R,6S)-3-[(R)-Hydroxy-(6-methoxy-quinolin-4-yl)-methyl]-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

Downstream raw materials:

(2S,3S)-1-[(E)-4-benzoyloxy-2-butenyl]-2-[(R)-6-methoxyquinol-4-yl-triethylsilyloxy]methyl-3-trimethylsilyloxy-piperidine

Benzoic acid (E)-4-{(R)-6-[(R)-(6-methoxy-quinolin-4-yl)-triethylsilanyloxy-methyl]-5-trimethylsilanyloxy-3,6-dihydro-2H-pyridin-1-yl}-but-2-enyl ester

(R)-1-((E)-4-Benzoyloxy-but-2-enyl)-2-[(R)-(6-methoxy-quinolin-4-yl)-triethylsilanyloxy-methyl]-3-oxo-piperidine-4-carboxylic acid methyl ester

(1R,2S,3S)-6-benzyloxy-3-acetoxy-2-tert-butoxycarbonylamino-1-(6-methoxyquinol-4-yl)-1-triethylsilyloxy-hexane