(2R,3S)-2,3-butanediol

Base Information

• Chemical Name: (2R,3S)-2,3-butanediol
• CAS No.: 1029272-42-1
• Molecular Formula: C₄H₁₀O₂
• Molecular Weight: 90.1222
• Mol file: 1029272-42-1.mol

Synonyms:(2R,3S)-2,3-butanediol

Chemical Property of (2R,3S)-2,3-butanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2,3-butanediol

There total 37 articles about (2R,3S)-2,3-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: 99.0%

4,5-dimethyl-1,3-dioxolan-2-one (4437-70-1) → methanol (67-56-1) + (2R,3S)-2,3-butanediol (1029272-42-1) + d,l-2,3-butanediol (6982-25-8)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 140 ℃; for 10h; Autoclave;

DOI:10.1002/anie.201207781

Reference yield: 50.0%

dimethylglyoxal (431-03-8) → (2R,3S)-2,3-butanediol (1029272-42-1) + (R,R)-2,3-butandiol (24347-58-8) + (S)-acetoin (78183-56-9,51555-24-9) + (R)-acetoin (53584-56-8,51555-24-9)

Guidance literature:

With hydrogen; Pt/Al₂O₃; cinchonine; In toluene; for 1.91667h; under 80256.4 Torr; Yield given. Further byproducts given. Title compound not separated from byproducts;

DOI:10.1039/a801390j

Reference yield: 50.0%

dimethylglyoxal (431-03-8) → (2S,3S)-butane-2,3-diol (19132-06-0) + (2R,3S)-2,3-butanediol (1029272-42-1) + (R,R)-2,3-butandiol (24347-58-8) + (S)-acetoin (78183-56-9,51555-24-9) + (R)-acetoin (53584-56-8,51555-24-9)

Guidance literature:

With hydrogen; Pt/Al₂O₃; cinchonine; In toluene; for 1.91667h; under 80256.4 Torr; Rate constant; Product distribution; different reaction times;

DOI:10.1039/a801390j

upstream raw materials:

D-xylose

glucose

Sucrose

2,3-epoxybutane

Downstream raw materials:

4r,5c-dimethyl-2ξ-trichloromethyl-[1,3]dioxolane

dimethyl-4,5 (dimethylaminomethyl-2 phenyl)-2 phenyl-2 dioxasilacyclopentane-1,3,2

dimethyl-4,5 (dimethylaminomethyl-8 naphtyl)-2 phenyl-2 dioxasilacyclopentane-1,3,2

acetaldehyde

Refernces

• 1、 Duin, M. van,Hoefnagel, M. A.,Baas, J. M. A.,Graaf, B. van de. "Empirical force field calculations. Part 28. Conformations and pseudorotations of 1,3-dioxolane and some methyl-substituted derivatives". . p. 607 - 612. Retrieved 1987.
• 2、 Ikeda,Sato,Sugai,Ohta. "Yeast-mediated synthesis of optically active diols with C2-symmetry and (R)-4-pentanolide". . p. 8113 - 8122. Retrieved 1996.
• 3、 Mattson, Anders,Oehrner, Niklas,Hult, Karl,Norin, Torbjoern. "Resolution of Diols with C2-Symmetry by Lipase Catalysed Transesterification". . p. 925 - 930. Retrieved 1993.
• 4、 Slipszenko,Griffiths,Johnston,Simons,Vermeer,Wells. "Enantioselective Hydrogenation: V. Hydrogenation of Butane-2,3-dione and of 3-Hydroxybutan-2-one Catalysed by Cinchona-Modified Platinum". . p. 267 - 276. Retrieved 1998.
• 5、 Fulmer,Christensen,Kendall. "-". . p. 798. Retrieved 1933.
• 6、 Zubar, Viktoriia,Lebedev, Yury,Azofra, Luis Miguel,Cavallo, Luigi,El-Sepelgy, Osama,Rueping, Magnus. "Hydrogenation of CO2-Derived Carbonates and Polycarbonates to Methanol and Diols by Metal–Ligand Cooperative Manganese Catalysis". . p. 13439 - 13443. Retrieved 2018.