L-THREITOL

Base Information

• Chemical Name: L-THREITOL
• CAS No.: 2319-57-5
• Molecular Formula: C4H10 O4
• Molecular Weight: 122.121
• Hs Code.: 2905499000
• Mol file: 2319-57-5.mol

Synonyms:1,2,3,4-Butanetetrol,[S-(R*,R*)]-; Threitol, L- (8CI); L-1,2,3,4-Butanetetraol; L-Threitol

Chemical Property of L-THREITOL

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Melting Point: 87 - 90C
• Refractive Index: 1.4502 (estimate)
• Boiling Point: 330°Cat760mmHg
• PKA: 13.27±0.20(Predicted)
• Flash Point: 208.7°C
• PSA: 80.92000
• Density: 1.43g/cm³
• LogP: -2.30720
• Storage Temp.: -20°C
• Solubility.: almost transparency in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Threitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: L-Threitol is a useful synthetic intermediate. It was used to synthesize novel aza-sugar-based metalloproteinase MMP/ADAM inhibitors. It is also a diastereomer of Erythritol (E650100) which is a food additive.

Technology Process of L-THREITOL

There total 54 articles about L-THREITOL 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%

cis-2,3-epoxy-1,4-butanediol (4440-87-3,63621-92-1) → 1,2,3,4-butanetetrol (2319-57-5,2418-52-2,6968-16-7,7493-90-5,7541-59-5,10030-58-7,188346-77-2,149-32-6)

Guidance literature:

With water; at 100 ℃; for 9h;

DOI:10.1021/jo702401t

Reference yield: 60.0%

1,4-butenediol (821-11-4,6117-80-2,110-64-5) → 1,2,3,4-butanetetrol (2319-57-5,2418-52-2,6968-16-7,7493-90-5,7541-59-5,10030-58-7,188346-77-2,149-32-6)

Guidance literature:

With potassium permanganate; dihydrogen peroxide; In water; acetone; at 0 ℃; for 2h; Temperature; Inert atmosphere; Green chemistry;

DOI:10.1039/c5ra01646k

Reference yield: 53.6%

cellulose (9004-34-6) → 1,2,3,4-butanetetrol (2319-57-5,2418-52-2,6968-16-7,7493-90-5,7541-59-5,10030-58-7,188346-77-2,149-32-6) + ethylene glycol (107-21-1)

Guidance literature:

With ruthenium-carbon composite; hydrogen; In water; at 215 ℃; for 1.5h; under 39003.9 Torr; Reagent/catalyst; Catalytic behavior; Autoclave;

DOI:10.1039/c6ra27524a

upstream raw materials:

(+)-(2R,3R)-dibutyl tartrate

(2S,3S)-(–)-2,3-di(hydroxymethyl)-1,4-dioxaspiro[4.5]decane

2,3-O-isopropylidene-L-threitol

dimethyl L-tartrate

Downstream raw materials:

L-Tartaric acid

1,2,3,4-tetrachlorobutane

formic acid

succinic acid

Refernces

• 1、 Tindall, Daniel J.,Mader, Steffen,Kindler, Alois,Rominger, Frank,Hashmi, A. Stephen K.,Schaub, Thomas. "Selective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses". supporting information. p. 721 - 725. Retrieved 2020/10/19.
• 2、 de Léséleuc, Mylène,Kukor, Andrew,Abbott, Shaun D.,Zacharie, Boulos. "Practical Cleavage of Acetals by Using an Odorless Thiol Immobilized on Silica". . p. 7389 - 7393. Retrieved 2019/12/03.