(3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone

Base Information

• Chemical Name: (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone
• CAS No.: 86258-97-1
• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.417
• Mol file: 86258-97-1.mol

Synonyms:(3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone

Chemical Property of (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone

There total 24 articles about (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone 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: 100.0%

(3SR,4SR)-4-benzyloxycarbonyl-1-(di-p-anisylmethyl)-3-<(SR)-1-hydroxyethyl>-2-azetidinone (91538-19-1,91604-27-2) → (3SR,4SR)-4-carboxy-1-(di-p-anisylmethyl)-3-<(SR)-1-hydroxyethyl>-2-azetidinone (86207-21-8,86258-97-1,137765-39-0,137765-48-1,147512-12-7,147512-13-8,147512-14-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 3.5h; Ambient temperature;

DOI:10.1248/cpb.39.1931

Reference yield: 100.0%

(3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4--2-azetidinone (91538-22-6,91604-32-9,100897-93-6,100897-94-7) → (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone (86258-97-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; for 4h; Ambient temperature;

DOI:10.1248/cpb.40.1094

Reference yield:

p,p'-dimethoxybenzhydrylamine (19293-62-0) → (3SR,4SR)-4-carboxy-1-(di-p-anisylmethyl)-3-<(SR)-1-hydroxyethyl>-2-azetidinone (86207-21-8,86258-97-1,137765-39-0,137765-48-1,147512-12-7,147512-13-8,147512-14-9)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / Heating

2: 94 percent / triethylamine / toluene / 2 h / 70 °C

3: 85 percent / 1 N NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature

4: 1.) mercuric acetate, water 2.) 1 N NaOH, NaBH₄ / 1.) THF/water, 25 deg C 2.) 25 deg C

With sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate; water; triethylamine; In tetrahydrofuran; methanol; toluene;

DOI:10.1248/cpb.39.1931

upstream raw materials:

(3R,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-ethenyl-2-azetidinone

(3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4--2-azetidinone

[(E)-Bis-(4-methoxy-phenyl)-methylimino]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone

Downstream raw materials:

(3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4-methoxycarbonyl-2-azetidinone

(3R,4R)-4-acetoxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone

(2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid

(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-(1-methylethenyl)-2-azetidinone