6-Ethoxy-3,6-dihydro-3-hydroxy-2H-pyran-2-methanol

Base Information

• Chemical Name: 6-Ethoxy-3,6-dihydro-3-hydroxy-2H-pyran-2-methanol
• CAS No.: 23339-15-3
• Molecular Formula: C8H14 O4
• Molecular Weight: 174.197
• Hs Code.: 2932999099
• NSC Number: 409805,114735
• DSSTox Substance ID: DTXSID90946004
• Nikkaji Number: J119.432A
• Mol file: 23339-15-3.mol

Synonyms:ethyl 2,3-dideoxy-alpha-D-erythro-hex-2-enopyranoside;ethyl 2,3-dideoxy-D-hex-2-enopyranoside;ethyl DHP

Chemical Property of 6-Ethoxy-3,6-dihydro-3-hydroxy-2H-pyran-2-methanol

Chemical Property:

• Vapor Pressure: 3.34E-05mmHg at 25°C
• Boiling Point: 316.9°Cat760mmHg
• Flash Point: 145.5°C
• PSA: 58.92000
• Density: 1.19g/cm³
• LogP: -0.34280
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1C=CC(C(O1)CO)O

Technology Process of 6-Ethoxy-3,6-dihydro-3-hydroxy-2H-pyran-2-methanol

There total 7 articles about 6-Ethoxy-3,6-dihydro-3-hydroxy-2H-pyran-2-methanol 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%

ethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside (69055-68-1,3323-72-6,56196-39-5,61826-47-9,63976-48-7,78148-04-6) → ethyl 2,3-dideoxy-α-D-threo-hex-2-enopyranoside (52471-76-8,23339-15-3,56196-33-9,63526-95-4)

Guidance literature:

With water; triethylamine; In methanol; at 20 ℃; for 3h;

DOI:10.1021/ol3015896

Reference yield: 87.0%

ethyl 4,6-di-O-acetyl-2,3-dideoxy-α,β-D-threo-hex-2-enopyranoside (63976-48-7) → ethyl 2,3-dideoxy-α-D-threo-hex-2-enopyranoside (52471-76-8,23339-15-3,56196-33-9,63526-95-4)

Guidance literature:

With sodium methylate; In methanol; for 14h;

DOI:10.3762/bjoc.7.128

Reference yield: 75.0%

ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside (56932-85-5) → ethyl 2,3-dideoxy-α-D-threo-hex-2-enopyranoside (52471-76-8,23339-15-3,56196-33-9,63526-95-4)

Guidance literature:

With sodium methylate; In methanol; at 23 ℃; for 2h;

DOI:10.1139/v84-262

upstream raw materials:

ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

triacetyl-D-galactal

ethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside

ethyl 4,6-di-O-acetyl-2,3-dideoxy-α,β-D-threo-hex-2-enopyranoside

Downstream raw materials:

ethyl-[bis-O-(4-nitro-benzoyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside]

Ethyl-4,6-di-O-tosyl-2,3-didesoxy-α-D-erythro-hex-2-enopyranosid

Ethyl-2,3-didesoxy-4',5'-dihydro-3'-phenyl-α-D-manno-hexopyranosido<2,3-d>isoxazol

Ethyl-2,3-didesoxy-4',5'-dihydro-3'-phenyl-α-D-manno-hexopyranosido<3,2-d>isoxazol