(1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.0^2,7]dodecan-3-one

Base Information

• Chemical Name: (1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.0^2,7]dodecan-3-one
• CAS No.: 447408-42-6
• Molecular Formula: C₄₁H₅₁IN₂O₅SSi
• Molecular Weight: 838.922
• Mol file: 447408-42-6.mol

Synonyms:(1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.0^2,7]dodecan-3-one

Chemical Property of (1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.0^2,7]dodecan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.0^2,7]dodecan-3-one

There total 4 articles about (1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.0^2,7]dodecan-3-one 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: 100.0%

(1S,2S,6R,7S,8R)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.02,7]dodecane-3,12-dione (447408-40-4) → (1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.02,7]dodecan-3-one (447408-42-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃;

DOI:10.1002/1521-3773(20020503)41:9<1581::AID-ANIE1581>3.0.CO;2-F

Reference yield:

(Z)-5-Iodo-pent-4-enylamine (447408-39-1) → (1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.02,7]dodecan-3-one (447408-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / weakly acidic aluminum oxide / dimethylsulfoxide / 120 h / 20 °C

2: 100 percent / NaBH₄ / methanol / 0 °C

With aluminum oxide; sodium tetrahydroborate; In methanol; dimethyl sulfoxide; 1: Michael addition;

DOI:10.1002/1521-3773(20020503)41:9<1581::AID-ANIE1581>3.0.CO;2-F

Reference yield:

((Z)-5-Iodo-pent-4-enyl)-carbamic acid benzyl ester (447408-48-2) → (1S,2S,6R,7S,8R,12S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.02,7]dodecan-3-one (447408-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 35 percent / trimethylsilyl iodide / acetonitrile / 0 °C

2: 65 percent / weakly acidic aluminum oxide / dimethylsulfoxide / 120 h / 20 °C

3: 100 percent / NaBH₄ / methanol / 0 °C

With aluminum oxide; sodium tetrahydroborate; trimethylsilyl iodide; In methanol; dimethyl sulfoxide; acetonitrile; 2: Michael addition;

DOI:10.1002/1521-3773(20020503)41:9<1581::AID-ANIE1581>3.0.CO;2-F

upstream raw materials:

(1S,2S,6R,7S,8R)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxy)-10-((Z)-5-iodo-pent-4-enyl)-4-(toluene-4-sulfonyl)-4,10-diaza-tricyclo[6.2.2.0^2,7]dodecane-3,12-dione

(Z)-5-Iodo-pent-4-enylamine

((Z)-5-Iodo-pent-4-enyl)-carbamic acid benzyl ester

8a-allyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methylene-2-(toluene-4-sulfonyl)-3,4,4a,8a-tetrahydro-2H,5H-isoquinoline-1,6-dione

Downstream raw materials:

C₄₁H₅₂N₂O₅SSi