(+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate

Base Information

• Chemical Name: (+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate
• CAS No.: 929885-94-9
• Molecular Formula: C₂₆H₃₃NO₆
• Molecular Weight: 455.551
• Mol file: 929885-94-9.mol

Synonyms:(+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate

Chemical Property of (+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate

There total 1 articles about (+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate 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: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S,3R)-3-(1,3-benzodioxol-5-yl)-1-benzyl-aziridine-2-carboxylic acid tert-butyl ester (929885-93-8) → (+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate (929885-94-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 6.5h;

DOI:10.1002/hlca.200790006

Reference yield: 88.0%

(+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate (929885-94-9) → (-)-tert-butyl [(1S)-2-(1,3-benzodioxol-5-yl)-1-(hydroxymethyl)ethyl]benzylcarbamate (929885-95-0)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; ethanol; for 17h; Heating;

DOI:10.1002/hlca.200790006

Reference yield:

(+)-tert-butyl (2S)-3-(1,3-benzodioxol-5-yl)-2-{(benzyl)[(tert-butoxy)carbonyl]amino}propanoate (929885-94-9) → (+)-tert-butyl [(1S)-2-(1,3-benzodioxol-5-yl)-1-(iodomethyl)ethyl]benzylcarbamate (929885-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / LiBH₄ / tetrahydrofuran; ethanol / 17 h / Heating

2: 66 percent / PPh₃; I₂; 1H-imidazole / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; lithium borohydride; iodine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/hlca.200790006

upstream raw materials:

di-tert-butyl dicarbonate

(2S,3R)-3-(1,3-benzodioxol-5-yl)-1-benzyl-aziridine-2-carboxylic acid tert-butyl ester

Downstream raw materials:

(-)-tert-butyl [(1S)-2-(1,3-benzodioxol-5-yl)-1-(hydroxymethyl)ethyl]benzylcarbamate

(+)-tert-butyl [(1S)-2-(1,3-benzodioxol-5-yl)-1-(iodomethyl)ethyl]benzylcarbamate