(1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline

Base Information

• Chemical Name: (1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline
• CAS No.: 151726-44-2
• Molecular Formula: C₃₉H₄₀INO₂
• Molecular Weight: 681.657
• Mol file: 151726-44-2.mol

Synonyms:(1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline

Chemical Property of (1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline

There total 23 articles about (1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline 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: 82.0%

(3-Benzyloxy-2-iodo-4-methoxy-phenyl)-acetaldehyde (151726-43-1) + (10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-{2-[(R)-6-(dimethyl-phenyl-silanyl)-cyclohex-1-enyl]-ethyl}-amine (151726-40-8) → (1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline (151726-44-2) + (1S,8aS)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline

Guidance literature:

With zinc(II) iodide; In ethanol; at 60 ℃; Title compound not separated from byproducts;

Reference yield:

(3-Benzyloxy-2-iodo-4-methoxy-phenyl)-acetaldehyde (151726-43-1) + (10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-{2-[(S)-6-(dimethyl-phenyl-silanyl)-cyclohex-1-enyl]-ethyl}-amine (151726-50-0) → (1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline (151726-44-2) + (1S,8aS)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline

Guidance literature:

With zinc(II) iodide; In ethanol; at 60 ℃; Title compound not separated from byproducts;

Reference yield:

2-allyl-cyclohex-2-enone (38019-50-0) → (1R,8aR)-1-(3-Benzyloxy-2-iodo-4-methoxy-benzyl)-2-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,2,3,4,6,7,8,8a-octahydro-isoquinoline (151726-44-2)

Guidance literature:

Multi-step reaction with 9 steps

1: catechol borane, (S)-oxazaborolidine catalyst

3: OsO₄, R₃NO

4: H⁺

5: 1.) n-BuLi, 2.) CuI(Ph₃P)2

6: p-TsOH / methanol / Ambient temperature

7: NaIO₄

8: NaCNBH₃

9: 5percent ZnI₂ / ethanol / 60 °C

With sodium periodate; osmium(VIII) oxide; n-butyllithium; (triphenylphosphine)2CuI; (S)-oxazaborolidine catalyst; hydrogen cation; sodium cyanoborohydride; toluene-4-sulfonic acid; zinc(II) iodide; benzo[1,3,2]dioxaborole; In methanol; ethanol;

upstream raw materials:

(3-Benzyloxy-2-iodo-4-methoxy-phenyl)-acetaldehyde

(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-{2-[(R)-6-(dimethyl-phenyl-silanyl)-cyclohex-1-enyl]-ethyl}-amine

(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-{2-[(S)-6-(dimethyl-phenyl-silanyl)-cyclohex-1-enyl]-ethyl}-amine

2-allyl-cyclohex-2-enone

Downstream raw materials:

C₃₉H₃₉NO₂

Hydrocodone