(3R,4R,R_S)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene

Base Information

• Chemical Name: (3R,4R,R_S)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene
• CAS No.: 153782-87-7
• Molecular Formula: C₁₉H₃₀O₅S
• Molecular Weight: 370.51

Synonyms:(3R,4R,R_S)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene

Chemical Property of (3R,4R,R_S)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene

Chemical Property:

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Technology Process of (3R,4R,R_S)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene

There total 3 articles about (3R,4R,R_S)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene 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:

(RS,E)-3-[(1S)-isoborneol-10-sulfinyl]-1-methoxybuta-1,3-diene (143838-67-9) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (3R,4R,RS)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene (153782-87-7) + (1S,2S)-4-((R)-(1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethanesulfinyl)-2-methoxy-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:

With lithium perchlorate; In dichloromethane; at 25 ℃; for 7h; Yield given. Yields of byproduct given; other conditions: reagent absence;

DOI:10.1021/jo962286p

Reference yield:

3-[(1S)-isoborneol-10-sulfinyl]propanenitrile (355806-98-3) → (3R,4R,RS)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene (153782-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / xylene / 0.5 h / Heating

2: LiClO₄ / 20 h / Heating; other conditions: reagent absence

With lithium perchlorate; In xylene;

DOI:10.1021/jo962286p

Reference yield:

(RS,Z)-3-((1S)-isoborneol-10-sulfinyl)-1-methoxybuta-1,3-diene (143771-13-5) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (3R,4R,RS)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene (153782-87-7) + (1S,2R)-4-((R)-(1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethanesulfinyl)-2-methoxy-cyclohex-3-enecarboxylic acid methyl ester + (1R,2S)-4-((R)-(1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethanesulfinyl)-2-methoxy-cyclohex-3-enecarboxylic acid methyl ester + (1S,2S)-4-((R)-(1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethanesulfinyl)-2-methoxy-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:

for 144h; Yield given. Yields of byproduct given; Heating; other reagent: LiClO₄;

DOI:10.1021/jo962286p

upstream raw materials:

(R_S,Z)-3-((1S)-isoborneol-10-sulfinyl)-1-methoxybuta-1,3-diene

acrylic acid methyl ester

(R_S,E)-3-[(1S)-isoborneol-10-sulfinyl]-1-methoxybuta-1,3-diene

3-[(1S)-isoborneol-10-sulfinyl]propanenitrile

Downstream raw materials:

(3R,4S,R_S)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene

(4R)-4-(hydroxymethyl)-cyclohex-2-ene-1-one

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