2-[2-(Tert-butoxy)-2-oxoethoxy]acetic acid

Base Information

• Chemical Name: 2-[2-(Tert-butoxy)-2-oxoethoxy]acetic acid
• CAS No.: 120289-22-7
• Molecular Formula: C8H14O5
• Molecular Weight: 190.196
• European Community (EC) Number: 816-934-4
• DSSTox Substance ID: DTXSID10558284
• Wikidata: Q82440526
• Mol file: 120289-22-7.mol

Synonyms:120289-22-7;2-[2-(tert-butoxy)-2-oxoethoxy]acetic acid;Acetic acid, (carboxymethoxy)-, 1-(1,1-dimethylethyl) ester;2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]acetic acid;MFCD20640417;2-(2-(TERT-BUTOXY)-2-OXOETHOXY)ACETIC ACID;SCHEMBL25288699;DTXSID10558284;AKOS027246888;AT12820;(2-tert-Butoxy-2-oxoethoxy)acetic acid;AS-76941;SY212847;2-[2-(tert-butoxy)-2-oxoethoxy]aceticacid;CS-0161668;EN300-260946;Z1262517060

Chemical Property of 2-[2-(Tert-butoxy)-2-oxoethoxy]acetic acid

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 190.08412354
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)COCC(=O)O

Technology Process of 2-[2-(Tert-butoxy)-2-oxoethoxy]acetic acid

There total 4 articles about 2-[2-(Tert-butoxy)-2-oxoethoxy]acetic 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: 96.0%

tert-butoxycarbonylmethoxyacetic acid benzyl ester (685545-07-7) → tert-butoxycarbonylmethoxyacetic acid (120289-22-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethyl acetate; for 8h; under 2068.59 Torr;

DOI:10.1021/jm030354b

Reference yield: 79.0%

1,4-dioxane-2,6-dione (4480-83-5) + tert-butyl alcohol (75-65-0) → tert-butoxycarbonylmethoxyacetic acid (120289-22-7)

Guidance literature:

With dmap; for 18h; Reflux;

DOI:10.1039/c3tb21669a

Reference yield:

t-butyl diazoacetate (35059-50-8) → tert-butoxycarbonylmethoxyacetic acid (120289-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / rhodium acetate dimer / CH₂Cl₂ / 20 °C

2: 96 percent / H₂ / Pd(OH)2/C / ethyl acetate / 8 h / 2068.59 Torr

With dirhodium tetraacetate; hydrogen; palladium dihydroxide; In dichloromethane; ethyl acetate;

DOI:10.1021/jm030354b

upstream raw materials:

t-butyl (methoxycarbonylmethoxy)acetate

1,4-dioxane-2,6-dione

tert-butyl alcohol

tert-butoxycarbonylmethoxyacetic acid benzyl ester

Downstream raw materials:

6-acetoxymethyl-2-(t-butoxycarbonylmethoxy)methyl-4-(2-chlorophenyl)-5-(2-cyanoethoxycarbonyl)-3-ethoxycarbonyl-1,4-dihydropyridine

{2-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-2-oxoethoxy}acetic acid tert-butyl ester