prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

Base Information

• Chemical Name: prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside
• CAS No.: 389620-75-1
• Molecular Formula: C₁₆H₁₈O₆S
• Molecular Weight: 338.381

Synonyms:prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

Chemical Property of prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

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Technology Process of prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

There total 1 articles about prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 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: 65.0%

p-toluenesulfonyl chloride (98-59-9) + (1-prop-2-ynyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (188605-67-6) → prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside (389620-75-1)

Guidance literature:

With pyridine; dmap; for 6h;

DOI:10.1016/S0008-6215(01)00211-7

Reference yield: 94.0%

benzoyl chloride (98-88-4) + prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside (389620-75-1) → prop-2-ynyl 4-benzoyl-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-enopyranoside (389620-79-5)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/S0008-6215(01)00211-7

Reference yield: 86.0%

acetic anhydride (108-24-7) + prop-2-ynyl 2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside (389620-75-1) → prop-2-ynyl 4-acetyl-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-enopyranoside (549505-93-3)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/S0008-6215(01)00211-7

upstream raw materials:

p-toluenesulfonyl chloride

(1-prop-2-ynyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Downstream raw materials:

prop-2-ynyl 4-acetyl-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-enopyranoside

prop-2-ynyl 4-benzoyl-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-enopyranoside

prop-2-ynyl 4-O-benzoyl-2,3,6-trideoxy-6-iodo-α-D-erythro-hex-2-enopyranoside

(4aS,5S,6R,7aS,7bS)-5-benzoyloxy-5,6,7a,7b-tetrahydro-6-iodomethyl-2H-1,7-dioxacyclopent[cd]inden-4(4aH)-one

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