(S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile

Base Information

• Chemical Name: (S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile
• CAS No.: 476486-37-0
• Molecular Formula: C₁₅H₂₀N₂O₄S
• Molecular Weight: 324.401

Synonyms:(S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile

Chemical Property of (S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile

There total 4 articles about (S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile 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: 77.0%

(SS,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-tert-butyldiphenylsilyloxy-3,4-isopropylidenedioxypentane nitrile (476486-34-7) → (SS,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile (476486-37-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;

DOI:10.1021/jo020302e

Reference yield:

4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose (101331-92-4) → (SS,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile (476486-37-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 59 percent / titanium tetraethoxide / CH₂Cl₂ / 3 h / 20 °C

2.1: isopropanol / tetrahydrofuran; toluene / 0.33 h / -78 - 20 °C

2.2: 71 percent / tetrahydrofuran; toluene / 22 h / -78 - 20 °C

3.1: 77 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

With titanium(IV) tetraethanolate; tetrabutyl ammonium fluoride; isopropyl alcohol; In tetrahydrofuran; dichloromethane; toluene; 2.2: Strecker synthesis;

DOI:10.1021/jo020302e

Reference yield:

(S)-p-toluenesulfinimide (188447-91-8) → (SS,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile (476486-37-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 59 percent / titanium tetraethoxide / CH₂Cl₂ / 3 h / 20 °C

2.1: isopropanol / tetrahydrofuran; toluene / 0.33 h / -78 - 20 °C

2.2: 71 percent / tetrahydrofuran; toluene / 22 h / -78 - 20 °C

3.1: 77 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

With titanium(IV) tetraethanolate; tetrabutyl ammonium fluoride; isopropyl alcohol; In tetrahydrofuran; dichloromethane; toluene; 2.2: Strecker synthesis;

DOI:10.1021/jo020302e

upstream raw materials:

(S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-tert-butyldiphenylsilyloxy-3,4-isopropylidenedioxypentane nitrile

4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose

(S)-p-toluenesulfinimide

Downstream raw materials:

(3S,4S,5S)-(-)-3-amino-4,5-dihydroxytetrahydropyran-2-one

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 476486-37-0 (S_S,2R,3S,4S)-(+)-N-(p-toluenesulfinyl)-2-amino-5-hydroxy-3,4-isopropylidenedioxypentane nitrile

Send

Send

Metric Ton KG G Pound L ML

Send

Send