(1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione

Base Information

• Chemical Name: (1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione
• CAS No.: 217649-85-9
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.38

Synonyms:(1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione

Chemical Property of (1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione

There total 3 articles about (1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione 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:

(3aR,4R,7S,7aS)-8-(propan-2-ylidene)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (217649-81-5) → (1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione (217649-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / hydrogen / Pd/C

2: 75 percent / KHMDS

3: 1) O₃ / 1) CH₂Cl₂, -78 deg C, 2) THF, -78 deg C

With hydrogen; potassium hexamethylsilazane; ozone; palladium on activated charcoal;

DOI:10.1016/0040-4039(96)01303-2

Reference yield:

(3aR,4R,7S,7aS)-hexahydro-8-isopropylidene-4,7-methano-1H-isoindole-1,3(2H)-dione (166878-52-0) → (1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione (217649-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / KHMDS

2: 1) O₃ / 1) CH₂Cl₂, -78 deg C, 2) THF, -78 deg C

With potassium hexamethylsilazane; ozone;

DOI:10.1016/0040-4039(96)01303-2

Reference yield:

vinyl magnesium bromide (1826-67-1) + (1R,2R,6S,7S)-10-Isopropylidene-4-(4-methoxy-benzyl)-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione (217649-83-7) → (1R,2R,6S,7S,10R)-10-Hydroxy-4-(4-methoxy-benzyl)-10-vinyl-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione (217649-85-9)

Guidance literature:

With ozone; Yield given. Multistep reaction; 1) CH₂Cl₂, -78 deg C, 2) THF, -78 deg C;

DOI:10.1016/0040-4039(96)01303-2

upstream raw materials:

vinyl magnesium bromide

(1R,2R,6S,7S)-10-Isopropylidene-4-(4-methoxy-benzyl)-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione

(3aR,4R,7S,7aS)-hexahydro-8-isopropylidene-4,7-methano-1H-isoindole-1,3(2H)-dione

(3aR,4R,7S,7aS)-8-(propan-2-ylidene)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

Downstream raw materials:

(1R,2R,6S,7S,10R)-10-Ethyl-10-hydroxy-4-(4-methoxy-benzyl)-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione

Naphthalene-2-carboxylic acid (1R,2R,6S,7S,10R)-10-ethyl-4-(4-methoxy-benzyl)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-10-yl ester

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