(2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol

Base Information

• Chemical Name: (2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol
• CAS No.: 633308-91-5
• Molecular Formula: C₁₈H₂₄OS
• Molecular Weight: 288.454

Synonyms:(2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol

Chemical Property of (2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol

Chemical Property:

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Technology Process of (2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol

There total 2 articles about (2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol 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: 10.0%

thiocamphor (53402-10-1) + (S)-styrene oxide (20780-54-5) → (2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol (633308-91-5) + (1R)-1-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol + (1R,2R,4R,4'S)-1,7,7-trimethyl-4'-phenylspiro[bicyclo[2.2.1]heptane-2,2'-[1,3]oxathiolane] (633308-89-1) + (1R,2R,4R,5'R)-1,7,7-trimethyl-5'-phenylspiro[bicyclo[2.2.1]heptane-2,2'-[1,3]oxathiolane]

Guidance literature:

With silica gel; In dichloromethane; at 0 ℃; for 72h;

DOI:10.1002/hlca.200390182

Reference yield: 8.0%

thiocamphor (53402-10-1) + (S)-styrene oxide (20780-54-5) → (2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol (633308-91-5) + (1R,2R,4R,4'S)-1,7,7-trimethyl-4'-phenylspiro[bicyclo[2.2.1]heptane-2,2'-[1,3]oxathiolane] (633308-89-1)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -78 ℃; for 0.333333h;

DOI:10.1002/hlca.200390182

Reference yield: 86.0%

(2S)-2-phenyl-2-[(1'R,4'R)-(1',7',7'-trimethylbicyclo[2.2.1]hept-2'-en-2'-yl)sulfanyl]ethanol (633308-91-5) → (1R,2R,4R,4'S)-1,7,7-trimethyl-4'-phenylspiro[bicyclo[2.2.1]heptane-2,2'-[1,3]oxathiolane] (633308-89-1)

Guidance literature:

With hydrogenchloride; water; In dichloromethane; at 20 ℃; for 0.0333333h;

DOI:10.1002/hlca.200390182

upstream raw materials:

thiocamphor

(S)-styrene oxide

Downstream raw materials:

(1R,2R,4R,4'S)-1,7,7-trimethyl-4'-phenylspiro[bicyclo[2.2.1]heptane-2,2'-[1,3]oxathiolane]

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