(r)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid

Base Information

• Chemical Name: (r)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid
• CAS No.: 114746-70-2
• Molecular Formula: C6H10 O4
• Molecular Weight: 146.143
• DSSTox Substance ID: DTXSID901233609
• Nikkaji Number: J789.495C
• Wikidata: Q76416044
• Mol file: 114746-70-2.mol

Synonyms:114746-70-2;(r)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid;(4R)-2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBOXYLIC ACID;1,3-Dioxolane-4-carboxylic acid, 2,2-dimethyl-, (R)-;1,3-Dioxolane-4-carboxylicacid,2,2-dimethyl-,(4R)-(9CI);SCHEMBL2038232;OZPFVBLDYBXHAF-SCSAIBSYSA-N;DTXSID901233609;AKOS006292204;2-O,3-O-Isopropylidene-D-glyceric acid;DS-20019;CS-0372648;(r)-2,2-dimethyl-1,3-dioxolane-4-carboxylicacid;2,2-dimethyl-1,3-dioxolane-4(R)-carboxylic acid;(R)-(+)-2,2-dimethyl-1,3-dioxolan-4-carboxylic acid;(R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid

Chemical Property of (r)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid

Chemical Property:

• PSA: 55.76000
• LogP: 0.22250
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

98% or more ^*data from raw suppliers

(R)-2,2-Dimethyl-1,3-dioxolane-4-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(O1)C(=O)O)C
• Isomeric SMILES: CC1(OC[C@@H](O1)C(=O)O)C

Technology Process of (r)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid

There total 11 articles about (r)-2,2-Dimethyl-1,3-dioxolane-4-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: 99.0%

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol (22323-82-6,36543-79-0) → (R)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (114746-70-2,62075-55-2)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; In aq. buffer; at 20 ℃; for 2h; pH=9.8 - 10.1; Electrolysis;

DOI:10.1021/acscatal.8b01640

Reference yield: 99.0%

(4R)-4-benzyloxycarbonyl-2,2-dimethyl-1,3-dioxolane (55032-17-2) → (R)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (114746-70-2,62075-55-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 1h; under 750.06 Torr;

DOI:10.1021/jo050797i

Reference yield: 97.0%

methyl (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (52373-72-5) → (R)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (114746-70-2,62075-55-2)

Guidance literature:

methyl (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate; With lithium hydroxide; water; In tetrahydrofuran; at 0 ℃; for 1.16667h;

With phosphoric acid; In water; pH=2;

upstream raw materials:

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

2,3-isopropylidene-glyceraldehyde

1,2:5,6-di-O-isopropylidene-D-mannitol

Downstream raw materials:

C₁₈H₂₃N₃O₈

C₁₈H₂₃N₃O₈

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

(R)-2,3-o-isopropylidene-D-glyceroyl chloride