(2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide

Base Information

• Chemical Name: (2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide
• CAS No.: 114315-93-4
• Molecular Formula: C₁₇H₂₁NO₇
• Molecular Weight: 351.356
• Mol file: 114315-93-4.mol

Synonyms:(2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide

Chemical Property of (2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide

There total 2 articles about (2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide 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: 98.0%

(2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-methoxycarbonyl-2,3-epoxypropionate (112545-69-4,113299-56-2) → (2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide (114315-93-4)

Guidance literature:

With water; sodium; In methanol; for 15h; Ambient temperature;

DOI:10.1002/jhet.5570250225

Reference yield:

N-<(tert-butoxycarbonyl)methyl>-p-anisidine (92685-83-1) → (2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide (114315-93-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 0.5 h / Ambient temperature

2: 98 percent / sodium, water / methanol / 15 h / Ambient temperature

With water; sodium; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;

DOI:10.1002/jhet.5570250225

Reference yield: 22.0%

(S)-1-phenyl-ethylamine (2627-86-3) + (2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-carboxy-2,3-epoxypropionamide (114315-93-4) → (2S,3R)-1-(t-butoxycarbonylmethyl)-1-(4-methoxyphenyl)-4-<(1S)-1-phenylethyl>-2,3-oxiranecarboxamide (116114-71-7,116182-04-8) + (2R,3S)-1-(t-butoxycarbonylmethyl)-1-(4-methoxyphenyl)-4-<(1S)-1-phenylethyl>-2,3-oxiranecarboxamide (116114-71-7,116182-04-8)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1002/jhet.5570250225

upstream raw materials:

(2RS,3SR)-N-(t-butoxycarbonylmethyl)-N-(4-methoxyphenyl)-3-methoxycarbonyl-2,3-epoxypropionate

N-<(tert-butoxycarbonyl)methyl>-p-anisidine

Downstream raw materials:

(2S,3R)-1-(t-butoxycarbonylmethyl)-1-(4-methoxyphenyl)-4-<(1S)-1-phenylethyl>-2,3-oxiranecarboxamide

(2R,3S)-1-(t-butoxycarbonylmethyl)-1-(4-methoxyphenyl)-4-<(1S)-1-phenylethyl>-2,3-oxiranecarboxamide

(3R,4R)-4-acetoxy-3-<(1S)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>azetidin-2-one

(3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>azetidin-2-one