2-[(acetyloxy)methyl]-6-(2-propynyloxy)-3,6-dihydro-2H-pyran-3-yl acetate

Base Information

• Chemical Name: 2-[(acetyloxy)methyl]-6-(2-propynyloxy)-3,6-dihydro-2H-pyran-3-yl acetate
• CAS No.: 121237-62-5
• Molecular Formula: C₁₃H₁₆O₆
• Molecular Weight: 268.266
• Mol file: 121237-62-5.mol

Synonyms:2-propynyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Chemical Property of 2-[(acetyloxy)methyl]-6-(2-propynyloxy)-3,6-dihydro-2H-pyran-3-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(acetyloxy)methyl]-6-(2-propynyloxy)-3,6-dihydro-2H-pyran-3-yl acetate

There total 11 articles about 2-[(acetyloxy)methyl]-6-(2-propynyloxy)-3,6-dihydro-2H-pyran-3-yl acetate 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%

propargyl alcohol (107-19-7) + D-glucal triacetate (2873-29-2) → 2-propynyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (121237-62-5)

Guidance literature:

With iodine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.3987/COM-10-12043

Reference yield: 97.0%

propargyl bromide (106-96-7) + D-glucal triacetate (2873-29-2) → 2-propynyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (121237-62-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.2174/157017809787582843

Reference yield: 94.0%

propargyl alcohol (107-19-7) + D-glucal triacetate (2873-29-2) → 2-propynyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (121237-62-5) + 2'-propyn-1'-yl 4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranoside

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 25 ℃; for 0.0833333h; Sonication;

DOI:10.1016/j.ejmech.2017.01.036

upstream raw materials:

propargyl alcohol

D-glucal triacetate

propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside

propargyl bromide

Downstream raw materials:

C₂₁H₂₃N₃O₆

Acetic acid (4S,4aR,5S,6R,7aS,7bS)-5-benzyloxy-6-benzyloxymethyl-4,4a,5,6,7a,7b-hexahydro-2H-1,7-dioxa-cyclopenta[cd]inden-4-yl ester