[(4r,5s)-2,2,5-Trimethyl-1,3-dioxolan-4-yl]methanol

Base Information

• Chemical Name: [(4r,5s)-2,2,5-Trimethyl-1,3-dioxolan-4-yl]methanol
• CAS No.: 41167-51-5
• Molecular Formula: C₇H₁₄O₃
• Molecular Weight: 146.186
• NSC Number: 75727
• DSSTox Substance ID: DTXSID50291461
• Wikidata: Q82029423

Synonyms:41167-51-5;[(4r,5s)-2,2,5-trimethyl-1,3-dioxolan-4-yl]methanol;NSC75727;SCHEMBL4062555;DTXSID50291461;NSC-75727

Chemical Property of [(4r,5s)-2,2,5-Trimethyl-1,3-dioxolan-4-yl]methanol

Chemical Property:

• Vapor Pressure: 0.132mmHg at 25°C
• Boiling Point: 192.1°Cat760mmHg
• Flash Point: 86.9°C
• Density: 0.989g/cm³
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(OC(O1)(C)C)CO
• Isomeric SMILES: C[C@H]1[C@H](OC(O1)(C)C)CO

Technology Process of [(4r,5s)-2,2,5-Trimethyl-1,3-dioxolan-4-yl]methanol

There total 26 articles about [(4r,5s)-2,2,5-Trimethyl-1,3-dioxolan-4-yl]methanol 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: 89.0%

(S,S)-2,2-dimethyl-4-benzyloxymethyl-5-methyl-1,3-dioxolane (85099-89-4,109715-57-3,124019-21-2,93451-86-6) → (4S,5S)-4-hydroxymethyl-2,2,5-trimethyl-[1,3]-dioxolane (41167-51-5,57626-73-0,67195-07-7,73679-52-4,73679-54-6,81739-14-2,111319-77-8,85249-45-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; ethyl acetate; for 24h; Ambient temperature;

DOI:10.1248/cpb.37.1446

Reference yield: 85.0%

ethyl erythro-2,3-O-isopropylidenedioxybutyrate (81704-65-6,105631-64-9,105760-29-0,105760-30-3,129705-72-2,129705-73-3) → erythro-2,3-O-isopropylidenedioxybutan-1-ol (41167-51-5,57626-73-0,67195-07-7,73679-52-4,73679-54-6,81739-14-2,85249-45-2,111319-77-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 10 ℃;

Reference yield: 85.0%

methyl (4R,5S)-2,2-dimethyl-5-(4-methylphenylsulfonyloxymethyl)-1,3-dioxolane-4-carboxylate (112775-66-3) → (4S,5S)-4-hydroxymethyl-2,2,5-trimethyl-[1,3]-dioxolane (41167-51-5,57626-73-0,67195-07-7,73679-52-4,73679-54-6,81739-14-2,111319-77-8,85249-45-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Ambient temperature;

DOI:10.1016/S0040-4020(01)86801-0

upstream raw materials:

ethyl erythro-2,3-O-isopropylidenedioxybutyrate

ethyl threo-2,3-O-isopropylidenedioxybutyrate

(4R,5S)-2,2-dimethyl-4-iodomethyl-5-hydroxymethyl-1,3-dioxolane

(4S,5S)-4-hydroxymethyl-2,2-dimethyl-5-tosyloxymethyl-1,3-dioxolane

Downstream raw materials:

(-)-1-O-p-toluenesulfonyl-4-deoxy-2,3-O-isopropylidene-L-threytol

(4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carbaldehyde

tert-butyl (S,S,S)-3-(N-benzyl-N-isopropylamino)-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

tert-butyl (3R,4S,5S)-3-(N-benzyl-N-isopropylamino)-4,5-O-isopropylidene-4,5-dihydroxyhexanoate

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