(S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester

Base Information

• Chemical Name: (S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester
• CAS No.: 214057-85-9
• Molecular Formula: C₂₃H₃₁NO₆
• Molecular Weight: 417.502
• Mol file: 214057-85-9.mol

Synonyms:(S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester

Chemical Property of (S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester

There total 8 articles about (S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl 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: 97.0%

(S)-2-((S)-11-Iodo-10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-3-(4-methoxy-phenyl)-propionic acid ethyl ester → (S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester (214057-85-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1021/jo981292d

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → (S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester (214057-85-9)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol / 12 h / 25 °C

2: 2) H₂ / 2) Pd/C / 1) toluene, reflux, 4 h, 2) AcOH, 45 psi, 24 h

3: 99 percent / DMAP, Et₃N / CH₂Cl₂ / 12 h

4: 99 percent / NaI / acetone / Heating

5: 97 percent / Bu₃SnH, AIBN / toluene / Heating

With dmap; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; triethylamine; sodium iodide; palladium on activated charcoal; In ethanol; dichloromethane; acetone; toluene;

DOI:10.1021/jo981292d

Reference yield:

2-hydroxy-3-(4-methoxyphenyl)acrylic acid (68383-86-8) → (S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester (214057-85-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 50 percent / NH₂OH*HCl, TsOH

2: 69 percent / BH₃*NMe₃, HCl / ethanol

3: ethanol / 12 h / 25 °C

4: 2) H₂ / 2) Pd/C / 1) toluene, reflux, 4 h, 2) AcOH, 45 psi, 24 h

5: 99 percent / DMAP, Et₃N / CH₂Cl₂ / 12 h

6: 99 percent / NaI / acetone / Heating

7: 97 percent / Bu₃SnH, AIBN / toluene / Heating

With hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); trimethylamine-borane; hydroxylamine hydrochloride; hydrogen; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; triethylamine; sodium iodide; palladium on activated charcoal; In ethanol; dichloromethane; acetone; toluene;

DOI:10.1021/jo981292d

upstream raw materials:

cyclohexanedione monoethylene ketal

2-hydroxy-3-(4-methoxyphenyl)acrylic acid

2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester

2-[(E)-Hydroxyimino]-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Downstream raw materials:

(S)-2-(2,8-Dioxo-1-aza-spiro[4.5]dec-1-yl)-3-(4-methoxy-phenyl)-propionaldehyde

1-[(S)-1-Hydroxymethyl-2-(4-methoxy-phenyl)-ethyl]-1-aza-spiro[4.5]decane-2,8-dione