2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester

Base Information

• Chemical Name: 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester
• CAS No.: 1095973-66-2
• Molecular Formula: C₁₉H₂₆N₂O₆
• Molecular Weight: 378.425
• Mol file: 1095973-66-2.mol

Synonyms:2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester

Chemical Property of 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester

There total 3 articles about 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester 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: 99.0%

(S)-2-((S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionylamino)-3-hydroxypropionic acid methyl ester (817625-25-5) → 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester (1095973-66-2)

Guidance literature:

(S)-2-((S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionylamino)-3-hydroxypropionic acid methyl ester; With diethylamino-sulfur trifluoride; In dichloromethane; at -78 ℃; for 2.5h;

With potassium carbonate; In dichloromethane; at 20 ℃;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield: 89.0%

N-Boc-Ser(Bn)-Ser(OTES)-OMe → 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester (1095973-66-2)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; Reagent/catalyst;

DOI:10.1021/jo5016695

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) → 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(phenylmethoxy)ethyl]-2-(4S)-oxazoline methyl ester (1095973-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide / tetrahydrofuran / 24 h / 0 - 20 °C

2: diethylamino-sulfur trifluoride / dichloromethane / 5 h / -78 °C / Inert atmosphere

With 4-methyl-morpholine; diethylamino-sulfur trifluoride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

(S)-2-((S)-3-benzyloxy-2-tert-butoxycarbonylaminopropionylamino)-3-hydroxypropionic acid methyl ester

BOC-O-benzyl-L-serine

Downstream raw materials:

2-((S)-2-benzyloxy-1-tert-butoxycarbonylaminoethyl)oxazole-4-carboxylic acid methyl ester

(S)-2-benzyloxy-1-(4-methoxycarbonyloxazol-2-yl)ethylammonium chloride

C₅₈H₆₀N₈O₁₅

C₅₂H₄₈N₈O₁₂