(6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione

Base Information

• Chemical Name: (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione
• CAS No.: 136850-54-9
• Molecular Formula: C₂₇H₃₁NO₄
• Molecular Weight: 433.547
• Mol file: 136850-54-9.mol

Synonyms:

Chemical Property of (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione

There total 13 articles about (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione 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: 73.0%

(6S,7S,10R)-7-isopropyl-5-(4-methoxyphenyl)-10-methyl-2,4-dione-5-aza-1-oxaspiro<5.5>undecane (130467-04-8) + benzaldehyde (100-52-7) → (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione (136850-54-9,137764-87-5,137819-49-9)

Guidance literature:

With piperidine; 4 A molecular sieve; acetic acid; In benzene; for 6h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89729-5

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione (136850-54-9,137764-87-5,137819-49-9)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / benzene / 48 h / Heating

2: Ac₂O / 1) 0 deg C, 30 min, 2) rt, 1 day

3: piperidine, AcOH, molecular sieves 4A / benzene / 6 h / Ambient temperature

With piperidine; 4 A molecular sieve; acetic anhydride; toluene-4-sulfonic acid; acetic acid; In benzene;

DOI:10.1016/S0040-4020(01)89729-5

Reference yield:

N-p-menthan-3-yliden-p-anisidine; (l-menthyliden)-p-anisidine (136850-53-8) → (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione (136850-54-9,137764-87-5,137819-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Ac₂O / 1) 0 deg C, 30 min, 2) rt, 1 day

2: piperidine, AcOH, molecular sieves 4A / benzene / 6 h / Ambient temperature

With piperidine; 4 A molecular sieve; acetic anhydride; acetic acid; In benzene;

DOI:10.1016/S0040-4020(01)89729-5

upstream raw materials:

(6S,7S,10R)-7-isopropyl-5-(4-methoxyphenyl)-10-methyl-2,4-dione-5-aza-1-oxaspiro<5.5>undecane

benzaldehyde

(2R,5S)-menthone

N-p-menthan-3-yliden-p-anisidine; (l-menthyliden)-p-anisidine

Downstream raw materials:

(R)-3-phenylglutaric acid monoethyl ester

(S)-3-phenylglutaric acid monoethyl ester

(S)-4-(4-Methoxy-phenylcarbamoyl)-3-phenyl-butyric acid ethyl ester

(R)-4-(4-Methoxy-phenylcarbamoyl)-3-phenyl-butyric acid ethyl ester