D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester

Base Information

• Chemical Name: D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester
• CAS No.: 93635-76-8
• Molecular Formula: C11H20 O6
• Molecular Weight: 248.276
• Hs Code.: 2932999099
• Mol file: 93635-76-8.mol

Synonyms:D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester

Chemical Property of D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 75.0-75.5℃
• Refractive Index: 1.475
• Boiling Point: 361.451°C at 760 mmHg
• PKA: 12.29±0.29(Predicted)
• Flash Point: 133.189°C
• PSA: 85.22000
• Density: 1.186g/cm³
• LogP: -0.18710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-C-Methyl-4,5-O-(1-methylethylidene)-D-arabinonic Acid Ethyl Ester can be?utilized for the synthesis of2''-deoxy-2''-fluoro-2''-C-methylcytidine (I) (PSI-6130), which is a potent and selective inhibitor of HCV NS5B polymerase. This product also has potential applications for the synthesis of related antiviral agents.

Technology Process of D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester

There total 11 articles about D-Arabinonic acid, 2-C-methyl-4,5-O-(1-methylethylidene)-,ethyl ester 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: 88.0%

(S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropionic acid ethyl ester (81997-76-4) → (2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester (93635-76-8,1946820-88-7)

Guidance literature:

With potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride; In acetone; at -2 - 2 ℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; diastereoselective reaction;

DOI:10.1055/s-0035-1562783

Reference yield: 83.0%

C11H18O4 (130606-67-6) → (2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester (93635-76-8,1946820-88-7)

Guidance literature:

With potassium permanganate; C₂₈H₅₅N₂⁽¹⁺⁾*Cl^(1-); In acetone; at 0 - 5 ℃; for 2.17h;

DOI:10.1055/s-0036-1591763

Reference yield: 70.2%

ethyl (Z)(R)-4,5-O-isopropylidene-4,5-dihydroxy-2-methylpent-2-enoate (81997-75-3,81997-76-4,93714-02-4,93714-03-5,127642-52-8,130606-67-6) → (2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester (93635-76-8,1946820-88-7)

Guidance literature:

With sodium chlorite; water; potassium citrate; tert-butyl alcohol; In dichloromethane; at 20 ℃; for 24h; Solvent; Reagent/catalyst;

upstream raw materials:

ethyl trans-2,3-dideoxy-4,5-O-isopropylidene-2-C-methyl-DL-glycero-pent-2-enonate

ethyl cis-2,3-dideoxy-4,5-O-isopropylidene-2-C-methyl-DL-glycero-pent-2-enonate

ethyl trans-2,3-dideoxy-4,5-O-isopropylidene-2-C-methyl-D-glycero-pent-2-enonate

(S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropionic acid ethyl ester

Downstream raw materials:

3,4-O-isopropylidene-2-C-methyl-DL-arabinono-1,5-lactone

ethyl 2,3:4,5-di-O-isopropylidene-2-C-methyl-DL-arabinonate

2-C-methyl-DL-arabinono-1,4-lactone

C₂₇H₂₂O₈