(1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.0^2,6)decan-3-one

Base Information

• Chemical Name: (1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.0^2,6)decan-3-one
• CAS No.: 144864-21-1
• Molecular Formula: C₁₇H₂₀O₅S
• Molecular Weight: 336.409

Synonyms:(1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.0^2,6)decan-3-one

Chemical Property of (1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.0^2,6)decan-3-one

Chemical Property:

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Technology Process of (1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.0^2,6)decan-3-one

There total 3 articles about (1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.0^2,6)decan-3-one 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: 97.0%

(1S,2R,5S,6S,7R)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.02,6)dec-8-en-3-one (144939-61-7) → (1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.02,6)decan-3-one (144864-21-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 760 Torr;

DOI:10.1016/S0957-4166(00)82106-0

Reference yield:

(2R,5S,6S)-5-hydroxymethyl-4-oxa-endo-tricyclo<5.2.1.02.6>dec-8-en-3-one (117063-99-7) → (1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.02,6)decan-3-one (144864-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / pyridine / 23 h / Ambient temperature

2: 97 percent / H₂ / 5percent Pd/C / ethyl acetate / 760 Torr

With pyridine; hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/S0957-4166(00)82106-0

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (1R,2R,5S,6S,7S)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.02,6)decan-3-one (144864-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / pyridine / 23 h / Ambient temperature

2: 97 percent / H₂ / 5percent Pd/C / ethyl acetate / 760 Torr

With pyridine; hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/S0957-4166(00)82106-0

upstream raw materials:

(1S,2R,5S,6S,7R)-5-p-toluenesulfonyloxymethyl-4-oxatricyclo(5.2.1.0^2,6)dec-8-en-3-one

(2R,5S,6S)-5-hydroxymethyl-4-oxa-endo-tricyclo<5.2.1.0^2.6>dec-8-en-3-one

p-toluenesulfonyl chloride

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