(3R,4R,5R,R_S)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene

Base Information

• Chemical Name: (3R,4R,5R,R_S)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene
• CAS No.: 209863-36-5
• Molecular Formula: C₂₁H₃₂O₇S
• Molecular Weight: 428.547

Synonyms:(3R,4R,5R,R_S)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene

Chemical Property of (3R,4R,5R,R_S)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene

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Technology Process of (3R,4R,5R,R_S)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene

There total 2 articles about (3R,4R,5R,R_S)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene 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: 80.0%

dimethyl cis-but-2-ene-1,4-dioate (624-48-6) + (RS,E)-3-[(1S)-isoborneol-10-sulfinyl]-1-methoxybuta-1,3-diene (143838-67-9) → (3R,4R,5R,RS)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (209863-36-5)

Guidance literature:

With lithium perchlorate; In dichloromethane; at 25 ℃; for 21h;

DOI:10.1016/S0957-4166(98)00138-4

Reference yield:

dimethyl cis-but-2-ene-1,4-dioate (624-48-6) + (RS,E)-3-[(1S)-isoborneol-10-sulfinyl]-1-methoxybuta-1,3-diene (143838-67-9) → (3S,4S,5S,RS)-4,5-dimethoxycarbonyl-1-((1S)-isoborneol-10-sulfinyl)-3-methoxycyclohexene + (3R,4R,5R,RS)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (209863-36-5)

Guidance literature:

In dichloromethane; at 25 ℃; for 43h; Yield given. Yields of byproduct given;

DOI:10.1016/S0957-4166(98)00138-4

Reference yield: 71.0%

(3R,4R,5R,RS)-4,5-dimethoxycarbonyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (209863-36-5) → (3R,4S,5R,RS)-4,5-dihydroxymethyl-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -78 - 20 ℃; for 18h;

DOI:10.1016/S0040-4020(02)01365-0

upstream raw materials:

dimethyl cis-but-2-ene-1,4-dioate

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

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