4-OXO-2-SPIRO(N-BOC-PIPERIDINE-4-YL)-BENZOPYRAN

Base Information

• Chemical Name: 4-OXO-2-SPIRO(N-BOC-PIPERIDINE-4-YL)-BENZOPYRAN
• CAS No.: 849928-22-9
• Molecular Formula: C18H23NO4
• Molecular Weight: 317.38
• Hs Code.: 2934999090
• Mol file: 849928-22-9.mol

Synonyms:N-Boc-spiro[2H-1-benzopyran-2,4-piperidine]4(3H)-one;Spiro[2H-1-benzopyran-2,4-piperidine]-1-carboxylic acid, 3,4-dihydro-4-oxo-, 1,1-diMethylethyl ester

Chemical Property of 4-OXO-2-SPIRO(N-BOC-PIPERIDINE-4-YL)-BENZOPYRAN

Chemical Property:

• Boiling Point: 456.3±45.0 °C(Predicted)
• PKA: -0.88±0.20(Predicted)
• Flash Point: 229.8oC
• PSA: 55.84000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 3.35940
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl4-Oxospiro[chroman-2,4''-piperidine]-1''-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-OXO-2-SPIRO(N-BOC-PIPERIDINE-4-YL)-BENZOPYRAN

There total 5 articles about 4-OXO-2-SPIRO(N-BOC-PIPERIDINE-4-YL)-BENZOPYRAN 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%

o-hydroxyacetophenone (118-93-4,104809-67-8) + 2,5-Dihydroxyacetophenone (490-78-8) → tert-butyl 4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate (849928-22-9)

Guidance literature:

With pyrrolidine; In methanol; for 24h;

Reference yield: 95.82%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + o-hydroxyacetophenone (118-93-4,104809-67-8) → tert-butyl 4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate (849928-22-9)

Guidance literature:

With L-proline; In N,N-dimethyl-formamide; at 80 ℃; for 10h;

DOI:10.1016/j.tetlet.2005.08.066

Reference yield: 84.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + 1-phenyl-2-hydroxyethanone (582-24-1) → tert-butyl 4-oxo-3,4-dihydro-1'H-spiro[chromene-2,4'-piperidine]-1'-carboxylate (849928-22-9)

Guidance literature:

With pyrrolidine; In methanol; for 24h; Reflux; Inert atmosphere;

DOI:10.1021/acsmedchemlett.9b00654

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

o-hydroxyacetophenone

2,5-Dihydroxyacetophenone

1-phenyl-2-hydroxyethanone

Downstream raw materials:

spiro[chroman-2,4'-piperidin]-4-one

tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[chromene-2,4'-piperidine]-1'-carboxylate

(3,4-dimethoxyphenyl)-(4-phenylspiro[chromane-2,4'-piperidine]-1'-yl)methanone

(3,4-dimethoxyphenyl)-(4-phenylspiro[chromene-2,4'-piperidine]-1'-yl)methanone

Refernces

• 1、 Kazmierski, Wieslaw M.,Xia, Bing,Miller, John,De La Rosa, Martha,Favre, David,Dunham, Richard M.,Washio, Yoshiaki,Zhu, Zhengrong,Wang, Feng,Mebrahtu, Makda,Deng, Hongfeng,Basilla, Jonathan,Wang, Liping,Evindar, Ghotas,Fan, Lijun,Olszewski, Alison,Prabhu, Ninad,Davie, Christopher,Messer, Jeffrey A.,Samano, Vicente. "DNA-Encoded Library Technology-Based Discovery, Lead Optimization, and Prodrug Strategy toward Structurally Unique Indoleamine 2,3-Dioxygenase-1 (IDO1) Inhibitors". . p. 3552 - 3562. Retrieved 2020.
• 2、 Guan, Aiying,Li, Zhinian,Liu, Changling,Yang, Jinlong,Zhang, Pengfei. "Design, Synthesis, and Structure-Activity Relationship of Novel Spiropyrimidinamines as Fungicides against Pseudoperonospora cubensis". . p. 6485 - 6492. Retrieved 2020/07/08.