2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol

Base Information

• Chemical Name: 2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol
• CAS No.: 1356484-73-5
• Molecular Formula: C₃₈H₆₈N₄O₃Si₂
• Molecular Weight: 685.154
• Mol file: 1356484-73-5.mol

Synonyms:

Chemical Property of 2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol

There total 1 articles about 2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol 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: 65.0%

methyllithium (917-54-4) + (S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl 4-methylbenzenesulfonate (128387-36-0) + sodium ethyl tetrazolate-5-carboxylate → 2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol (1356484-73-5) + 2-(1-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-1H-tetrazole-5-yl)propan-2-ol (1356484-75-7)

Guidance literature:

(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl 4-methylbenzenesulfonate; sodium ethyl tetrazolate-5-carboxylate; In N,N-dimethyl-formamide; at 70 ℃; for 8h;

methyllithium; In diethyl ether; at -10 ℃; for 0.166667h;

DOI:10.1055/s-0030-1260258

Reference yield:

2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol (1356484-73-5) → C26H40N4O3

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1055/s-0030-1260258

Reference yield:

2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol (1356484-73-5) → (1R,3S,5Z)-5[(E)-2-((1R,3aS,7aR)-hexahydro-1-{(S)-1-[5-(2-hydroxypropan-2-yl)-2H-tetrazol-2-yl]propan-2-yl}-7a-methyl-1H-inden-4(7aH)-ylidene)ethylidene]-4-methylenecyclohexane-1,3-diol (1356484-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 48 h / 20 °C

2: anthracene; triethylamine / methanol; dichloromethane / 2 h / photoirradiation

With anthracene; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1055/s-0030-1260258

upstream raw materials:

methyllithium

(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl 4-methylbenzenesulfonate

Downstream raw materials:

(1R,3S,5Z)-5[(E)-2-((1R,3aS,7aR)-hexahydro-1-{(S)-1-[5-(2-hydroxypropan-2-yl)-2H-tetrazol-2-yl]propan-2-yl}-7a-methyl-1H-inden-4(7aH)-ylidene)ethylidene]-4-methylenecyclohexane-1,3-diol