4-(hidroximetil)-5-metil-1,3-dioxol-2-ona

Base Information

• Chemical Name: 4-(hidroximetil)-5-metil-1,3-dioxol-2-ona
• CAS No.: 91526-18-0
• Molecular Formula: C5H6O4
• Molecular Weight: 130.1
• Hs Code.: 2932999099
• European Community (EC) Number: 839-946-1
• DSSTox Substance ID: DTXSID10440953
• Nikkaji Number: J473.782B
• Wikidata: Q72485348
• Mol file: 91526-18-0.mol

Synonyms:4-(hydroxymethyl)-5-methyl-1,3-dioxol-2-one;

Chemical Property of 4-(hidroximetil)-5-metil-1,3-dioxol-2-ona

Chemical Property:

• Boiling Point: 214℃
• PKA: 14.54±0.10(Predicted)
• Flash Point: 93℃
• PSA: 63.58000
• Density: 1.367
• LogP: 0.03350
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 130.02660867
• Heavy Atom Count: 9
• Complexity: 170

Purity/Quality:

98%min ^*data from raw suppliers

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(OC(=O)O1)CO
• Description: 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is a reagent used in organic synthesis, particularly for the introduction of the non-chiral (oxodioxolenyl)methyl carbamate group to active pharmaceutical ingredients (APIs) to afford the corresponding pro-drug.
• Uses: 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is used in preparation method of key intermediate of olmesartan medoxomil.

Technology Process of 4-(hidroximetil)-5-metil-1,3-dioxol-2-ona

There total 9 articles about 4-(hidroximetil)-5-metil-1,3-dioxol-2-ona 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: 93.0%

4-formyloxymethyl-5-methyl-1,3-dioxolen-2-one (91526-17-9) → 4-hydroxymethyl-5-methyl-[1,3]dioxol-2-one (91526-18-0)

Guidance literature:

With hydrogenchloride; water; In methanol; at 20 ℃; for 1h;

Reference yield: 93.0%

→ 4-hydroxymethyl-5-methyl-[1,3]dioxol-2-one (91526-18-0)

Guidance literature:

Reference yield: 79.0%

4-chloromethyl-5-methyl-1,3-dioxol-2-one (80841-78-7) → 4-hydroxymethyl-5-methyl-[1,3]dioxol-2-one (91526-18-0)

Guidance literature:

4-chloromethyl-5-methyl-1,3-dioxol-2-one; With formic acid; triethylamine; In acetonitrile; at 10 - 65 ℃;

With hydrogenchloride; In isopropyl alcohol; Product distribution / selectivity; Reflux;

upstream raw materials:

4-formyloxymethyl-5-methyl-1,3-dioxolen-2-one

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

4,5-Dimethyl-1,3-dioxole-2-one

4-chloromethyl-5-methyl-1,3-dioxol-2-one

Downstream raw materials:

Azilsartan medoxomil

4-((R)-3-(bis(5-methyl-2-oxo-[1,3]dioxol-4-ylmethoxy)phosphoryl)-2-((6-((S)-3-methoxypyrrolidin-1-yl)-2-phenylpyrimidine-4-carbonyl)amino)propionyl)piperazine-1-carboxylic acid butyl ester

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester of 1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-carboxylic acid dimethylacetamide

Refernces

• 1、 -. "Preparation method of olmesartan medoxomil key intermediate". Paragraph 0026-0034. . Retrieved 2021/08/07.
• 2、 -. "Method for synthesizing 4 - (hydroxymethyl) -5 - methyl-[1, 3] dioxole -2 - ketone (by machine translation)". Paragraph 0009; 0022-0042. . Retrieved 2020/09/20.