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

Base Information

• Chemical Name: (3R,4S,R_S)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene
• CAS No.: 290356-69-3
• Molecular Formula: C₁₈H₃₀O₄S
• Molecular Weight: 342.5

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

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

Chemical Property:

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

There total 1 articles about (3R,4S,R_S)-4-(hydroxymethyl)-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: 98.0%

(3R,4R,RS)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene (153782-87-7) → (3R,4S,RS)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (290356-69-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -78 - 20 ℃; for 1h;

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

Reference yield: 70.0%

(3R,4S,RS)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (290356-69-3) → (4R)-4-(hydroxymethyl)-cyclohex-2-ene-1-one (192460-94-9)

Guidance literature:

With trimethylsilyl iodide; In chloroform; at 20 ℃; for 1h;

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

Reference yield: 70.0%

(3R,4S,RS)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (290356-69-3) → bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide (116195-09-6) + (4R)-4-(hydroxymethyl)-cyclohex-2-ene-1-one (192460-94-9)

Guidance literature:

With trimethylsilyl iodide; In chloroform; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4039(00)00612-2

upstream raw materials:

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

Downstream raw materials:

bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide

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

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