8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid

Base Information

• Chemical Name: 8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid
• CAS No.: 479636-66-3
• Molecular Formula: C13H20N2O5
• Molecular Weight: 284.31
• Hs Code.: 2934999090
• European Community (EC) Number: 838-055-5
• DSSTox Substance ID: DTXSID90465200
• Wikidata: Q82290976
• Mol file: 479636-66-3.mol

Synonyms:479636-66-3;8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid;8-[(2-methylpropan-2-yl)oxycarbonyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic Acid;1-Oxa-2,8-diaza-spiro[4.5]dec-2-ene-3,8-dicarboxylic acid 8-tert-butyl ester;8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro-[4.5]dec-2-ene-3-carboxylic acid;8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylicacid;1-Oxa-2,8-diazaspiro[4.5]dec-2-ene-3,8-dicarboxylic acid, 8-(1,1-diMethylethyl) ester;8-[(tert-butoxy)carbonyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid;SCHEMBL1639199;DTXSID90465200;PEQZOGMNNBDAMT-UHFFFAOYSA-N;MFCD12198539;AKOS016013028;PB33058;AM805168;AS-42374;CS-0036392;EN300-136555;A913973;8-Boc-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid;1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3,8-dicarboxylic acid-8-tert-butyl ester;8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid, AldrichCPR

Chemical Property of 8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid

Chemical Property:

• PSA: 88.43000
• LogP: 0.99050
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 284.13722174
• Heavy Atom Count: 20
• Complexity: 444

Purity/Quality:

97% ^*data from raw suppliers

8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2(CC1)CC(=NO2)C(=O)O

Technology Process of 8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid

There total 2 articles about 8-(tert-Butoxycarbonyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid 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%

8-(tert-butyl) 3-ethyl 1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3,8-dicarboxylate (479636-65-2) → 8-[(tert-butoxy)carbonyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid (479636-66-3)

Guidance literature:

8-(tert-butyl) 3-ethyl 1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3,8-dicarboxylate; With methanol; lithium hydroxide; water; at 20 ℃; for 1.5h;

With water; citric acid; pH=4;

Reference yield:

tert-butyl 4-methylidenepiperidine-1-carboxylate (159635-49-1) → 8-[(tert-butoxy)carbonyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid (479636-66-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 36 h / 0 - 20 °C

2.1: methanol; lithium hydroxide; water / 1.5 h / 20 °C

2.2: pH 4

With methanol; lithium hydroxide; water; triethylamine; In dichloromethane;

Reference yield: 99.0%

8-[(tert-butoxy)carbonyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid (479636-66-3) + Vanillylamin (1196-92-5) → 3-(4-hydroxy-3-methoxybenzyl-carbamoyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-carboxylic acid tert-butyl ester

Guidance literature:

8-[(tert-butoxy)carbonyl]-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid; With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

Vanillylamin; In N,N-dimethyl-formamide; at 20 ℃; for 22.5h;

upstream raw materials:

8-(tert-butyl) 3-ethyl 1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3,8-dicarboxylate

tert-butyl 4-methylidenepiperidine-1-carboxylate

Downstream raw materials:

C₂₀H₂₂F₂N₄O₄

C₂₃H₁₈F₂N₆O₃

1-oxa-2,8-diazaspiro[4.5]dec-2-en-3-carboxylic acid 4-chlorobenzylamide hydrochloride

1-oxa-2,8-diazaspiro[4.5]dec-2-en-3-carboxylic acid 4-tert-butyl-benzylamide hydrochloride