(S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate

Base Information

• Chemical Name: (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate
• CAS No.: 1432584-74-1
• Molecular Formula: C₂₀H₃₀N₂O₅
• Molecular Weight: 378.469
• Mol file: 1432584-74-1.mol

Synonyms:

Chemical Property of (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate

There total 7 articles about (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)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: 30.0%

C20H30N2O4 → (S)-tert-butyl 2-((R)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate (1432584-73-0) + (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate (1432584-74-1)

Guidance literature:

With sodium salt of 3-chloroperoxybenzoic acid; In toluene; at -78 - 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/anie.201300504

Reference yield:

N-benzyloxycarbonyl-L-valinal (138754-84-4,95500-73-5) → (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate (1432584-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 72 h / 20 °C / Inert atmosphere; Molecular sieve

2: sodium salt of 3-chloroperoxybenzoic acid / toluene / 0.75 h / -78 - 20 °C / Inert atmosphere

With sodium salt of 3-chloroperoxybenzoic acid; In toluene; benzene;

DOI:10.1002/anie.201300504

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → (S)-tert-butyl 2-((S)-3-((S)-1-(((benzyloxy)carbonyl)amino)-2-methylpropyl)-1,2-oxaziridin-2-yl)propanoate (1432584-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.1: benzene / 72 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: sodium salt of 3-chloroperoxybenzoic acid / toluene / 0.75 h / -78 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; benzotriazol-1-ol; sodium salt of 3-chloroperoxybenzoic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; toluene; benzene;

DOI:10.1002/anie.201300504

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

N^α-(benzyloxycarbonyl)-N-methoxy-N-methyl-L-valinamide

N-benzyloxycarbonyl-L-valinal

(S,Z)-N-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutylidene)-1-(tert-butoxy)-1-oxopropan-2-amine oxide

Downstream raw materials:

(S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)propanoate

(S)-tert-butyl 2-formamidopropanoate