5,6-anhydro-1,2-O-(1-methylethylidene)-5-thiohexofuranose

Base Information

• Chemical Name: 5,6-anhydro-1,2-O-(1-methylethylidene)-5-thiohexofuranose
• CAS No.: 16749-41-0
• Molecular Formula: C9H14 O4 S
• Molecular Weight: 218.274
• Mol file: 16749-41-0.mol

Synonyms:Idofuranose,5,6-dideoxy-5,6-epithio-1,2-O-isopropylidene-, b-L- (6CI,8CI); Furo[2,3-d]-1,3-dioxole, b-L-idofuranose deriv.; Thiirane, b-L-idofuranose deriv.; NSC 55325

Chemical Property of 5,6-anhydro-1,2-O-(1-methylethylidene)-5-thiohexofuranose

Chemical Property:

• Vapor Pressure: 1.23E-06mmHg at 25°C
• Boiling Point: 360°C at 760 mmHg
• Flash Point: 171.5°C
• Density: 1.382g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,6-anhydro-1,2-O-(1-methylethylidene)-5-thiohexofuranose

There total 2 articles about 5,6-anhydro-1,2-O-(1-methylethylidene)-5-thiohexofuranose 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:

diphenylthiophosphoric acid (14156-07-1) + 5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose (15354-69-5) → 5,6-Didesoxy-5,6-epithio-1,2-O-isopropyliden-α-L-idofuranose (16749-41-0) + diphenyl hydrogen phosphate (838-85-7) + (3aR,5S,6S,6aR)-2,2-Dimethyl-5-((S)-2-oxo-2-phenoxy-2λ5-[1,3,2]oxathiaphospholan-5-yl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol (103950-07-8,103950-08-9) + Thiophosphoric acid S-[(S)-2-hydroxy-2-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl] ester O,O'-diphenyl ester (103950-09-0) + Phosphoric acid (S)-1-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-mercapto-ethyl ester diphenyl ester + phenol (108-95-2,27073-41-2)

Guidance literature:

In benzene; at 18 ℃; Mechanism;

DOI:10.1016/S0040-4020(01)87463-9

Reference yield:

O,O'-diethyl thiophosphoric acid (2465-65-8) + 5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose (15354-69-5) → 5,6-Didesoxy-5,6-epithio-1,2-O-isopropyliden-α-L-idofuranose (16749-41-0) + Diethyl phosphate (598-02-7) + ethanol (64-17-5) + (3aR,5S,6S,6aR)-5-((S)-2-Ethoxy-2-oxo-2λ5-[1,3,2]oxathiaphospholan-5-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol (103950-06-7,104005-29-0) + Phosphoric acid diethyl ester (S)-1-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-mercapto-ethyl ester (103950-05-6) + 6-(diethoxyphosphinylthio)-1,2-O-isopropylidene-α-D-glucofuranose (74862-69-4)

Guidance literature:

In toluene; at 18 ℃; Mechanism;

DOI:10.1016/S0040-4020(01)87463-9

upstream raw materials:

diphenylthiophosphoric acid

5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose

O,O'-diethyl thiophosphoric acid