2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile

Base Information

• Chemical Name: 2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile
• CAS No.: 1393809-81-8
• Molecular Formula: C₃₃H₃₁BrN₂O₂
• Molecular Weight: 567.525

Synonyms:2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile

Chemical Property of 2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile

Chemical Property:

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Technology Process of 2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile

There total 2 articles about 2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile 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: 97.0%

2-(allyl((1S,2R)-1-(4-bromophenyl)-1,3-dihydroxypropan-2-yl)amino)acetonitrile (1393809-78-3) + trityl chloride (76-83-5) → 2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile (1393809-81-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo300974j

Reference yield:

C12H16BrNO2 (1393809-77-2) → 2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile (1393809-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 3 h / 85 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0 - 20 °C

With potassium carbonate; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/jo300974j

Reference yield: 66.0%

2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile (1393809-81-8) → 2-(allyl((1S,2R)-1-(4-bromophenyl)-1-chloro-3-(trityloxy)propan-2-yl)amino)acetonitrile (1393809-83-0)

Guidance literature:

With pyridine; thionyl chloride; In dichloromethane; at 0 ℃; for 0.416667h; Inert atmosphere;

DOI:10.1021/jo300974j

upstream raw materials:

2-(allyl((1S,2R)-1-(4-bromophenyl)-1,3-dihydroxypropan-2-yl)amino)acetonitrile

trityl chloride

C₁₂H₁₆BrNO₂

Downstream raw materials:

(2S,3S,4R)-1-[(tert-butyloxy)carbonyl]-2-(trityloxymethyl)-3-(para-bromophenyl)-4-cyanoazetidine

(2S,3R)-1-[(tert-butyloxy)carbonyl]-2-(trityloxymethyl)-3-(para-bromophenyl)-6-(ortho-nosyl)-1,6-diazaspiro[3.3]heptane

(2S,3R)-1-allyl-2-(hydroxymethyl)-3-(para-bromophenyl)-6-(ortho-nosyl)-1,6-diazaspiro[3.3]heptane

2-(allyl((1S,2R)-1-(4-bromophenyl)-1-chloro-3-(trityloxy)propan-2-yl)amino)acetonitrile

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