ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate

Base Information

• Chemical Name: ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate
• CAS No.: 869012-80-6
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.294
• Mol file: 869012-80-6.mol

Synonyms:ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate

Chemical Property of ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate

There total 3 articles about ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate 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:

2-oxo-4-phenylbutanoic acid ethyl ester (64920-29-2) → ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate (869012-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / bromine / CHCl₃; CCl₄ / 1 h / 20 °C

2: 70 percent / calcium alginate; citrate-phosphate buffer; aq. ammonia / glucose; Saccharomyces cerevisiae / ethanol / 24 h / 30 °C / pH 4.0

3: 90 percent / CaCl₂; potassium carbonate / ethanol / 9.5 h

4: 95 percent / BF₃*Et₂O / 4 h / 20 °C

With ammonium hydroxide; citrate-phosphate buffer; boron trifluoride diethyl etherate; bromine; potassium carbonate; calcium chloride; calcium alginate; Saccharomyces cerevisiae; D-glucose; In tetrachloromethane; ethanol; chloroform;

DOI:10.1016/j.tetasy.2005.08.015

Reference yield:

ethyl 3-bromo-2-oxo-4-phenylbutanoate (292858-05-0) → ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate (869012-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / calcium alginate; citrate-phosphate buffer; aq. ammonia / glucose; Saccharomyces cerevisiae / ethanol / 24 h / 30 °C / pH 4.0

2: 90 percent / CaCl₂; potassium carbonate / ethanol / 9.5 h

3: 95 percent / BF₃*Et₂O / 4 h / 20 °C

With ammonium hydroxide; citrate-phosphate buffer; boron trifluoride diethyl etherate; potassium carbonate; calcium chloride; calcium alginate; Saccharomyces cerevisiae; D-glucose; In ethanol;

DOI:10.1016/j.tetasy.2005.08.015

Reference yield:

ethyl (2S,3S)-3-bromo-2-hydroxy-4-phenylbutanoate (869012-75-9) → ethyl (4S,5R)-4-benzyl-2-methyl-4,5-dihydrooxazole-5-carboxylate (869012-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CaCl₂; potassium carbonate / ethanol / 9.5 h

2: 95 percent / BF₃*Et₂O / 4 h / 20 °C

With boron trifluoride diethyl etherate; potassium carbonate; calcium chloride; In ethanol;

DOI:10.1016/j.tetasy.2005.08.015

upstream raw materials:

ethyl (2S,3S)-3-bromo-2-hydroxy-4-phenylbutanoate

2-oxo-4-phenylbutanoic acid ethyl ester

ethyl 3-bromo-2-oxo-4-phenylbutanoate

Downstream raw materials:

ethyl (2R,3S)-3-acetylamino-2-hydroxy-4-phenylbutanoate