(S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol

Base Information

• Chemical Name: (S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol
• CAS No.: 185450-04-8
• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.543
• Mol file: 185450-04-8.mol

Synonyms:(S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol

Chemical Property of (S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol

There total 1 articles about (S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-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:

1-phenyl-2-bromoethane (103-63-9) + 1,2:5,6-dianhydro-3,4-O-isopropylidene-L-mannitol (153059-37-1) → (S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol (185450-04-8)

Guidance literature:

With copper(l) iodide; iodine; magnesium; Yield given. Multistep reaction;

DOI:10.1021/jm960728j

Reference yield: 67.0%

(S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol (185450-04-8) → (4S,5S)-4,5-Bis-((R)-1-azido-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolane (185450-06-0)

Guidance literature:

With diphenyl-phosphinic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/jm960728j

Reference yield:

(S)-1-[(4S,5S)-5-((S)-1-Hydroxy-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-phenyl-butan-1-ol (185450-04-8) → (4R,5S,6S,7R)-5,6-Bis-(2-methoxy-ethoxymethoxy)-1,10-diphenyl-decane-4,7-diamine

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / PPh₃, DEAD, DPPA / tetrahydrofuran / 25 °C

2: 91 percent / 3M HCl / acetonitrile / 4 h / 50 °C

3: 1.) NaH / 1.) THF, 15 min, 2.) THF, overnight

4: H₂ / 10percent Pd/C / ethyl acetate

With hydrogenchloride; diphenyl-phosphinic acid; hydrogen; sodium hydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetonitrile;

DOI:10.1021/jm960728j

upstream raw materials:

1-phenyl-2-bromoethane

1,2:5,6-dianhydro-3,4-O-isopropylidene-L-mannitol

Downstream raw materials:

(4S,5S)-4,5-Bis-((R)-1-azido-4-phenyl-butyl)-2,2-dimethyl-[1,3]dioxolane

(4R,5S,6S,7R)-4,7-Diazido-1,10-diphenyl-decane-5,6-diol

(4R,5S,6S,7R)-5,6-Bis-(2-methoxy-ethoxymethoxy)-4,7-bis-(3-phenyl-propyl)-[1,3]diazepan-2-one

2,5-diazido-3,4-O-bis[(2-methoxyethoxy)methyl]-1,6-bis(2-phenyethyl)-1,2,5,6-tetradeoxy-D-iditol