(3R,4R)-1,2-Diisopropylethanediol

Base Information

• Chemical Name: (3R,4R)-1,2-Diisopropylethanediol
• CAS No.: 115889-27-5
• Molecular Formula: C₈H₁₈O₂
• Molecular Weight: 146.23
• Mol file: 115889-27-5.mol

Synonyms:

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

Chemical Property:

• Melting Point: 78-79 °C
• Boiling Point: 210.1±8.0 °C(Predicted)
• PKA: 14.15±0.20(Predicted)
• Density: 0.930±0.06 g/cm3(Predicted)
• Solubility.: Chloroform, DCM, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

(3R,4R)-1,2-Diisopropylethanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (3R,4R)-1,2-Diisopropylethanediol is an intermediate in the synthesis of pteridine derivatives with potential protective effects with vibrio cholerae infection.

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

There total 13 articles about (3R,4R)-1,2-Diisopropylethanediol 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: 9.5%

(E)-2,5-dimethylhex-3-ene (692-70-6) → dl-2,5-dimethylhexane-3,4-diol (22520-37-2,22520-38-3,22607-11-0,109785-53-7,114761-17-0,115889-27-5)

Guidance literature:

With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In acetone; at 22 - 23 ℃;

DOI:10.1002/anie.202101004

Reference yield:

α-(2-tolylaminooxy)isovaleraldehyde + isopropylmagnesium chloride (1068-55-9) → (3R,4R)-2,5-dimethyl-3,4-hexanediol (115889-27-5)

Guidance literature:

isopropylmagnesium chloride; With cerium(III) chloride bis(lithium chloride); In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

α-(2-tolylaminooxy)isovaleraldehyde; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; ammonium chloride; In tetrahydrofuran; water; optical yield given as %ee; diastereoselective reaction; Inert atmosphere;

Reference yield:

α-(2-tolylaminooxy)isovaleraldehyde + isopropylmagnesium chloride (1068-55-9) → (3S,4S)-2,5-dimethyl-3,4-hexanediol (22520-38-3) + dl-2,5-dimethylhexane-3,4-diol (22520-37-2,22520-38-3,22607-11-0,109785-53-7,114761-17-0,115889-27-5)

Guidance literature:

isopropylmagnesium chloride; With cerium(III) chloride bis(lithium chloride); In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

α-(2-tolylaminooxy)isovaleraldehyde; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With hydrogenchloride; ammonium chloride; In tetrahydrofuran; water; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

upstream raw materials:

2-methyl-propan-1-ol

(E)-2,5-dimethylhex-3-ene

racem. 2,5-dimethyl-hexa-1,5-diene-3,4-diol

isobutyroin

Downstream raw materials:

(4S,5R)-diisopropyl-2-oxazolidinone

(4S,5R)-diisopropyl-3-(3-phenyl-2-(E)-propenoyl)-2-oxazolidinone