(3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

Base Information

Chemical Name:(3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one
CAS No.:154809-85-5
Molecular Formula:C₁₀H₁₆O₃
Molecular Weight:184.235
Hs Code.:

Synonyms:

Suppliers and Price of (3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

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Technology Process of (3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

There total 10 articles about (3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-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: 16.0%

: (3S,4aS,7aR)-3-Methoxy-7-methyl-octahydro-cyclopenta[c]pyran-6-ol

: 154809-85-5
(3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

: (3S,4aR,7R,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; 1.) methylene chloride, -70 deg C, 30 min; 2.) -70 deg C, 10 min then rt., 30 min;
DOI:10.1016/S0040-4020(01)80554-8

Reference yield:

: 58865-40-0
5(R)-hydroxy-6(S)-methoxy-5,6-dihydro-2H-pyrane

: 154809-85-5
(3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

Guidance literature:: Multi-step reaction with 6 steps

1: (+/-)-10-camphorsulfonic acid / 72 h / 180 °C

2: lithium aluminum hydride / diethyl ether / 0.5 h / 0 °C

3: 1.) oxalyl chloride, dimethylsulfoxide; 2.) triethylamine / CH₂Cl₂ / 1.) -70 deg C, 30 min; 2.) -70 deg C, 10 min then rt., 30 min

4: tetrahydrofuran; benzene / -78 °C

5: AIBN, tributyltin hydride / benzene / 4 h / Heating

6: 65 percent / 1.) oxalyl chloride, dimethylsulfoxide; 2.) triethylamine / 1.) methylene chloride, -70 deg C, 30 min; 2.) -70 deg C, 10 min then rt., 30 min

With lithium aluminium tetrahydride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)80554-8

Reference yield:

: 58865-41-1
Methyl-2-O-acetyl-3,4-didesoxy-α-D-glycero-pent-3-enopyranosid

: 154809-85-5
(3S,4aR,7S,7aR)-3-Methoxy-7-methyl-hexahydro-cyclopenta[c]pyran-6-one

Guidance literature:: Multi-step reaction with 7 steps

1: lithium aluminum hydride / diethyl ether / 0.5 h / Ambient temperature

2: (+/-)-10-camphorsulfonic acid / 72 h / 180 °C

3: lithium aluminum hydride / diethyl ether / 0.5 h / 0 °C

4: 1.) oxalyl chloride, dimethylsulfoxide; 2.) triethylamine / CH₂Cl₂ / 1.) -70 deg C, 30 min; 2.) -70 deg C, 10 min then rt., 30 min

5: tetrahydrofuran; benzene / -78 °C

6: AIBN, tributyltin hydride / benzene / 4 h / Heating

7: 65 percent / 1.) oxalyl chloride, dimethylsulfoxide; 2.) triethylamine / 1.) methylene chloride, -70 deg C, 30 min; 2.) -70 deg C, 10 min then rt., 30 min

With lithium aluminium tetrahydride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)80554-8