(S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol

Base Information

• Chemical Name: (S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol
• CAS No.: 86955-41-1
• Molecular Formula: C₄₄H₇₆N₂O₆
• Molecular Weight: 729.097
• Mol file: 86955-41-1.mol

Synonyms:(S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol

Chemical Property of (S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol

There total 11 articles about (S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-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:

(S)-N-isopropyl-2,3-O-isopropylidene-D-glyceraldimine (86955-00-2) → (S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol (86955-41-1)

Guidance literature:

Multi-step reaction with 11 steps

1: H₂ / 10percent Pd/C / 760 Torr / Ambient temperature

2: 95 percent / triethylamine / CH₂Cl₂ / 0.5 h / 10 - 15 °C

3: 84.6 percent / Dowex₅₀W-8x ion-exchange resin (H⁺ form / aq. ethanol / 1.5 h / Heating

4: 264 g / benzoic acid / 0.5 h

5: 268 g / trimethylchlorosilane / CH₂Cl₂ / 0.75 h / Heating

6: 182 g / aq. NaOH / methanol / 0.5 h / 15 °C

7: 92 percent / Na, MeOH / 16 h / Heating

8: POCl₃ / toluene / 1.5 h / Ambient temperature

9: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 1.5 h / 80 °C

10: 92.3 percent / H₂ / 10percent Pd/C / methanol / 0.67 h / 760 Torr / Ambient temperature

11: 4.0 N NaOH / dimethylsulfoxide / 2 h / 75 °C

With methanol; sodium hydroxide; chloro-trimethyl-silane; Dowex₅₀W-8x ion-exchange resin (H⁺ form; hydrogen; sodium; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; benzoic acid; trichlorophosphate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/jm00365a004

Reference yield:

(4S)-2,2-dimethyl-4-<<(1-methylethyl)(methylsulfonyl)amino>methyl>-1,3-dioxolane (72223-70-2) → (S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol (86955-41-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 84.6 percent / Dowex₅₀W-8x ion-exchange resin (H⁺ form / aq. ethanol / 1.5 h / Heating

2: 264 g / benzoic acid / 0.5 h

3: 268 g / trimethylchlorosilane / CH₂Cl₂ / 0.75 h / Heating

4: 182 g / aq. NaOH / methanol / 0.5 h / 15 °C

5: 92 percent / Na, MeOH / 16 h / Heating

6: POCl₃ / toluene / 1.5 h / Ambient temperature

7: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 1.5 h / 80 °C

8: 92.3 percent / H₂ / 10percent Pd/C / methanol / 0.67 h / 760 Torr / Ambient temperature

9: 4.0 N NaOH / dimethylsulfoxide / 2 h / 75 °C

With methanol; sodium hydroxide; chloro-trimethyl-silane; Dowex₅₀W-8x ion-exchange resin (H⁺ form; hydrogen; sodium; sodium bis(2-methoxyethoxy)aluminium dihydride; benzoic acid; trichlorophosphate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/jm00365a004

Reference yield:

(2S)-1-<4-(benzyloxy)phenoxy>-3-<(1-methylethyl)amino>-2-propanol (57526-82-6) → (S)-1-(4-{20-[4-((S)-2-Hydroxy-3-isopropylamino-propoxy)-phenoxy]-icosyloxy}-phenoxy)-3-isopropylamino-propan-2-ol (86955-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92.3 percent / H₂ / 10percent Pd/C / methanol / 0.67 h / 760 Torr / Ambient temperature

2: 4.0 N NaOH / dimethylsulfoxide / 2 h / 75 °C

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; dimethyl sulfoxide;

DOI:10.1021/jm00365a004

upstream raw materials:

1,20-dibromoeicosane

prenalterol

(S)-N-isopropyl-2,3-O-isopropylidene-D-glyceraldimine

(4S)-2,2-dimethyl-4-<<(1-methylethyl)(methylsulfonyl)amino>methyl>-1,3-dioxolane

Refernces