cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

Base Information

Chemical Name:cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one
CAS No.:1268671-30-2
Molecular Formula:C₁₄H₁₄O₃S
Molecular Weight:262.329
Hs Code.:

Synonyms:cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

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Chemical Property of cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

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Technology Process of cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

There total 2 articles about cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-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:

: 1256358-39-0
2-(triphenylphosphoranylidene)propanethioic acid S-phenyl ester

: C₁₁H₁₂O₃S

: 1268671-30-2
cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

: 1268671-28-8
trans-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

Guidance literature:: With Oxone; C₈H₆O₄^(2-)*Cu⁽²⁺⁾; In toluene; at 60 ℃; for 6h; Molecular sieve; Air atmosphere;
DOI:10.1016/j.tet.2010.11.108

Reference yield:

: 496-62-8
D-xylal

: 1268671-30-2
cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: dipyridinium dichromate; acetic acid / ethyl acetate / 16 h / 20 °C

2: caesium carbonate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3: Oxone; C₈H₆O₄^(2-)*Cu⁽²⁺⁾ / toluene / 6 h / 60 °C / Molecular sieve; Air atmosphere

With Oxone; dipyridinium dichromate; C₈H₆O₄^(2-)*Cu⁽²⁺⁾; caesium carbonate; acetic acid; In tetrahydrofuran; ethyl acetate; toluene; 2: Michael addition / 3: Wittig lactonization;
DOI:10.1016/j.tet.2010.11.108

Reference yield: 85.0%

: 1268671-30-2
cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

: 1268671-29-9
7a-bromo-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

Guidance literature:: cis-3-methyl-5-(phenylthio)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one; With N-Bromosuccinimide; In tetrachloromethane; for 0.25h; Reflux;

With 2,2'-azobis(isobutyronitrile);
DOI:10.1016/j.tet.2010.11.108