dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate

Base Information

• Chemical Name: dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate
• CAS No.: 1412429-53-8
• Molecular Formula: C₁₇H₂₅NO₅S
• Molecular Weight: 355.455
• Mol file: 1412429-53-8.mol

Synonyms:dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate

Chemical Property of dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate

There total 1 articles about dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate 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: 78.0%

(RS)-N-(tert-butylsulfinyl)-2-phenylethanimine (1426585-64-9) + malonic acid dimethyl ester (108-59-8) → dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate (1412429-53-8)

Guidance literature:

With sodium iodide; at 23 ℃; for 72h; diastereoselective reaction;

DOI:10.1002/hlca.201200303 DOI:10.1002/hlca.201200303

Reference yield: 81.0%

dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate (1412429-53-8) → methyl (3R)-3-amino-4-phenylbutanoate (190446-31-2)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 - 100 ℃; for 37.5h;

DOI:10.1002/hlca.201200303 DOI:10.1002/hlca.201200303

Reference yield:

dimethyl [(1R)-1-{[(R)-(tert-butyl)sulfinyl]amino}-2-phenylethyl]propanedioate (1412429-53-8) → (4S)-4-benzylazetidin-2-one (884344-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water; methanol / 37.5 h / 20 - 100 °C

2: lithium diisopropyl amide / tetrahydrofuran / 24 h / -78 °C

With hydrogenchloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; water;

DOI:10.1002/hlca.201200303 DOI:10.1002/hlca.201200303

upstream raw materials:

(R_S)-N-(tert-butylsulfinyl)-2-phenylethanimine

malonic acid dimethyl ester

Downstream raw materials:

methyl (3R)-3-amino-4-phenylbutanoate

(4S)-4-benzylazetidin-2-one