alpha-D-erythro-Hex-2-enopyranoside, methyl 2,3-dideoxy-4,6-O-(phenylm ethylene)-

Base Information

• Chemical Name: alpha-D-erythro-Hex-2-enopyranoside, methyl 2,3-dideoxy-4,6-O-(phenylm ethylene)-
• CAS No.: 3169-98-0
• Molecular Formula: C14H16 O4
• Molecular Weight: 248.279
• Hs Code.: 2932999099
• Mol file: 3169-98-0.mol

Synonyms:D-erythro-Hex-2-enopyranoside,methyl 4,6-O-benzylidene-2,3-dideoxy-, a- (8CI); D-erythro-Hexopyranoside, methyl4,6-O-benzylidene-2,3-didehydro-2,3-dideoxy-, a-; Pyrano[3,2-d]-1,3-dioxin, a-D-erythro-hex-2-enopyranosidederiv.; Methyl 4,6-O-benzylidene-2,3-dideoxy-a-D-erythro-hex-2-enopyranoside; NSC 109285; NSC 58601

Chemical Property of alpha-D-erythro-Hex-2-enopyranoside, methyl 2,3-dideoxy-4,6-O-(phenylm ethylene)-

Chemical Property:

• Vapor Pressure: 2.24E-05mmHg at 25°C
• Melting Point: 119.5-120 °C(Solv: ethanol (64-17-5))
• Boiling Point: 371.2°C at 760 mmHg
• Flash Point: 143.5°C
• PSA: 36.92000
• Density: 1.21g/cm³
• LogP: 2.02810

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alpha-D-erythro-Hex-2-enopyranoside, methyl 2,3-dideoxy-4,6-O-(phenylm ethylene)-

There total 34 articles about alpha-D-erythro-Hex-2-enopyranoside, methyl 2,3-dideoxy-4,6-O-(phenylm ethylene)- 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: 95.0%

(3aR,4S,5aR,9aR,9bR)-4-Methoxy-8-phenyl-hexahydro-1,3,5,7,9-pentaoxa-2-thia-cyclopenta[a]naphthalene 2,2-dioxide → methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (3169-98-0)

Guidance literature:

With tellurium; sodium hydride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(95)01532-M

Reference yield: 90.0%

methyl 4,6-O-benzylidene-2-deoxy-2-isocyano-α-D-altropyranoside 3-(S-methyl) dithiocarbonate (76695-60-8) → methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (3169-98-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1h; Heating;

DOI:10.1039/P19800002657

Reference yield: 90.0%

benzaldehyde dimethyl acetal (1125-88-8) + D-glucal (13265-84-4) → methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (3169-98-0)

Guidance literature:

With toluene-4-sulfonic acid; 1.) room temp., 15 min; 2.) hexane, reflux;

DOI:10.1055/s-1982-29688

upstream raw materials:

methanol

4,6-O-benzylidene-3-O-(allylthioacetyl)-D-allal

methyl 4,6-O-benzylidene-2,3-anhydro-α-D-mannopyranoside

methyl 4,6-O-benzylidene-α-D-glucopyranoside

Downstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hexopyranoside

[3S-⁽²⁾H]-4,6-O-benzylidene-3-deoxy-D-glucal

Benzoic acid (2R,3S,6S)-3-methanesulfonyloxy-6-methoxy-3,6-dihydro-2H-pyran-2-ylmethyl ester

6-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Refernces

• 1、 Marco-Contelles, José,Arroyo, Nieves,Ruiz-Caro, Juliana. "Enyne metathesis on prop-2-ynyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosides". . p. 652 - 654. Retrieved 2001.
• 2、 Cho, Dae Hyan,Jang, Doo Ok. "Radical deoxygenation of alcohols and intermolecular carbon-carbon bond formation with surfactant-type radical chain carriers in water". . p. 1799 - 1802. Retrieved 2007/10/03.
• 3、 Jang, Doo Ok,Cho, Dae Hyan. "Radical deoxygenation of alcohols and vicinal diols with N-ethylpiperidine hypophosphite in water". . p. 5921 - 5924. Retrieved 2007/10/03.