(R_S,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate

Base Information

• Chemical Name: (R_S,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate
• CAS No.: 299209-95-3
• Molecular Formula: C₂₁H₂₇NO₆S
• Molecular Weight: 421.514

Synonyms:(R_S,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate

Chemical Property of (R_S,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R_S,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate

There total 5 articles about (R_S,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate 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:

(RS,S)-(-)-methyl-3-oxo-N-(p-toluenesulfinyl)-5-amino-5-(3,4-dimethoxyphenyl)pentanoate (299209-93-1) → (RS,3S,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoane + (RS,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate (299209-95-3)

Guidance literature:

With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

DOI:10.1021/ol0061438

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → (RS,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate (299209-95-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / titanium (IV) ethoxide / CH₂Cl₂ / 1.5 h / 20 °C

2.1: NaHMDS / diethyl ether; tetrahydrofuran / 0.83 h / -78 °C

2.2: 80 percent / diethyl ether; tetrahydrofuran / 4 h / -78 °C

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 93 percent / tetrahydrofuran / 4 h / -78 °C

4.1: Zn(BH₄)2 / tetrahydrofuran; diethyl ether / 1 h / -78 °C

With titanium(IV) tetraethanolate; zinc(II) tetrahydroborate; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Condensation / 2.1: Metallation / 2.2: Addition / 3.1: Metallation / 3.2: Addition / 4.1: Reduction;

DOI:10.1021/ol0061438

Reference yield:

(R)-p-toluenesulfinamide (247089-85-6) → (RS,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate (299209-95-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / titanium (IV) ethoxide / CH₂Cl₂ / 1.5 h / 20 °C

2.1: NaHMDS / diethyl ether; tetrahydrofuran / 0.83 h / -78 °C

2.2: 80 percent / diethyl ether; tetrahydrofuran / 4 h / -78 °C

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 93 percent / tetrahydrofuran / 4 h / -78 °C

4.1: Zn(BH₄)2 / tetrahydrofuran; diethyl ether / 1 h / -78 °C

With titanium(IV) tetraethanolate; zinc(II) tetrahydroborate; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Condensation / 2.1: Metallation / 2.2: Addition / 3.1: Metallation / 3.2: Addition / 4.1: Reduction;

DOI:10.1021/ol0061438

upstream raw materials:

(R_S,S)-(-)-methyl-3-oxo-N-(p-toluenesulfinyl)-5-amino-5-(3,4-dimethoxyphenyl)pentanoate

(R_S,S)-(-)-methyl-N-(p-toluenesulfinyl)-3-amino-3-(3,4-dimethoxyphenyl)propanoate

3,4-dimethoxy-benzaldehyde

(R)-p-toluenesulfinamide

Downstream raw materials:

(R_S,1S,3R)-(-)-1-N-(p-toluenesulfinyl)amino 1-(3,4-dimethoxyphenyl)-3-hydroxy-5-oxo-9-benzyloxynonane

(2S,4S,6S)-(-)-2-(4-benzyloxy-butyl)-6-(3,4-dimethoxy-phenyl)-piperidin-4-ol

(2S,4S,6S)-(-)-2-(3,4-dimethoxyphenyl)-6-(4-hydroxybutyl)-piperidin-4-ol

(-)-(2S,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 299209-95-3 (R_S,3R,5S)-(-)-methyl 3-hydroxy-5-N-(p-toluenesulfinyl)amino-5-(3,4-dimethoxyphenyl)pentanoate

Send

Send

Metric Ton KG G Pound L ML

Send

Send