5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol

Base Information

• Chemical Name: 5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol
• CAS No.: 853092-57-6
• Molecular Formula: C₃₁H₂₉NO₂
• Molecular Weight: 447.577
• Mol file: 853092-57-6.mol

Synonyms:5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol

Chemical Property of 5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol

There total 1 articles about 5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-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:

vinyl magnesium bromide (1826-67-1) + 3-p-methoxyphenyl-2α-N-9-phenylfluoren-9-ylamino-1-propanal (359865-08-0) → 5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol (853092-57-6)

Guidance literature:

In tetrahydrofuran; at -40 ℃; for 0.5h;

DOI:10.1021/jo050079w

Reference yield: 91.0%

5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol (853092-57-6) → (4R)-5-(p-methoxyphenyl)-4-(N-9-phenylfluoren-9-yl)aminopent-1-en-3-one (853092-38-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1021/jo050079w

Reference yield:

5-(4-methoxy-phenyl)-4-(9-phenyl-9H-fluoren-9-ylamino)-pent-1-en-3-ol (853092-57-6) → (2R,3S,4R)-deacetylanisomycin (604789-37-9,604789-40-4,736097-79-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2.1: 91 percent / BH₃*SMe₂ / toluene / 0.5 h / -78 °C

3.1: 96 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

4.1: 90 percent / iodine; NaHCO₃ / tetrahydrofuran; diethyl ether / 36 h / 20 °C

5.1: silver(I) tetrafluoroborate / toluene; H₂O / 12 h / 20 °C

5.2: 70 percent / LiAlH₄ / tetrahydrofuran / 0 °C

6.1: 92 percent / hydrogen / Pd/C / ethyl acetate / 6 h / 20 °C

With dmap; silver tetrafluoroborate; oxalyl dichloride; dimethylsulfide borane complex; hydrogen; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; toluene; 1.1: Swern oxidation;

DOI:10.1021/jo050079w

upstream raw materials:

vinyl magnesium bromide

3-p-methoxyphenyl-2α-N-9-phenylfluoren-9-ylamino-1-propanal

Downstream raw materials:

(4R)-5-(p-methoxyphenyl)-4-(N-9-phenylfluoren-9-yl)aminopent-1-en-3-one

(2R,3R,4S)-deacetylanisomycin

(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-hydroxy-5-(p-methoxyphenyl)-1-pentene

(3S,4R)-4-(N-9-phenylfluoren-9-yl)amino-3-acetoxy-5-(p-methoxyphenyl)-1-pentene