(2R,3R)-2,3-Dimethyl-1,4-butanediol

Base Information

• Chemical Name: (2R,3R)-2,3-Dimethyl-1,4-butanediol
• CAS No.: 127253-15-0
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• European Community (EC) Number: 603-190-9
• DSSTox Substance ID: DTXSID001294325
• Nikkaji Number: J2.662.877F
• Mol file: 127253-15-0.mol

Synonyms:(2R,3R)-2,3-Dimethyl-1,4-butanediol;127253-15-0;SCHEMBL4754346;SKQUTIPQJKQFRA-WDSKDSINSA-N;DTXSID001294325

Chemical Property of (2R,3R)-2,3-Dimethyl-1,4-butanediol

Chemical Property:

• Vapor Pressure: 0.0422mmHg at 25°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 46.5

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)C(C)CO
• Isomeric SMILES: C[C@@H](CO)[C@@H](C)CO

Technology Process of (2R,3R)-2,3-Dimethyl-1,4-butanediol

There total 18 articles about (2R,3R)-2,3-Dimethyl-1,4-butanediol 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: 100.0%

L(+)-tartaric acid (5866-39-7) → (2R,3R)-2,3-dimethyl-butane-1,4-diol (127253-15-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 23h; Heating;

DOI:10.1021/ol050321l

Reference yield: 100.0%

(3R,4R,5R)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,4-dimethyl-dihydro-furan-2-one (127158-57-0) → (2R,3R)-2,3-dimethyl-butane-1,4-diol (127253-15-0)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(01)80599-2

Reference yield: 95.0%

(R*,R*)-dimethyl 2,3-dimethylsuccinate (58342-54-4) → (2R,3R)-2,3-dimethyl-butane-1,4-diol (127253-15-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 5h; Heating;

DOI:10.1248/cpb.35.2266

upstream raw materials:

(3R,4R,5R)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,4-dimethyl-dihydro-furan-2-one

(R^*,R^*)-dimethyl 2,3-dimethylsuccinate

(4R,5R)-4-methyl-5-(l-menthyloxy)dihydro-2-furanone

(2R,3R,4R)-2,3-dimethyl-4-(methyltosylamino)butyrolactone

Downstream raw materials:

racem.-2,3-dimethyl-1,4-bis-(toluene-4-sulfonyloxy)-butane

Toluene-4-sulfonic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-[(E)-2-((S)-toluene-4-sulfinyl)-vinyl]-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-[(E)-2-((R)-toluene-4-sulfinyl)-vinyl]-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-[(E)-2-((S)-toluene-4-sulfinyl)-vinyl]-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

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