{5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt

Base Information

• Chemical Name: {5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt
• CAS No.: 1220514-59-9
• Molecular Formula: C₄H₆O₆*C₂₂H₂₈FN₅O
• Molecular Weight: 547.584
• Mol file: 1220514-59-9.mol

Synonyms:

Chemical Property of {5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt

There total 14 articles about {5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt 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)-3-tert-butoxycfarbonylamino-3-(3-fluorophenyl)propionic acid ethyl ester (1220514-62-4) → {5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt (1220514-59-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / 2-methyltetrahydrofuran; toluene / 0 - 24 °C / Large scale reaction

2: pyridine; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 0 - 20 °C

3: sodium tris(acetoxy)borohydride / dichloromethane / 10 - 60 °C

4: hydrogenchloride / toluene / 25 - 35 °C

5: ethanol; ethyl acetate

With pyridine; hydrogenchloride; sulfur trioxide pyridine complex; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In 2-methyltetrahydrofuran; ethanol; dichloromethane; ethyl acetate; toluene; 2: Parikh-Doering oxidation;

DOI:10.1021/op100020z

Reference yield:

cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane (172739-04-7) → {5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt (1220514-59-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium phosphate; dipotassium hydrogenphosphate / water; acetonitrile / 2 h / 0 °C / Large scale reaction

1.2: 10 °C / Large scale reaction

2.1: palladium 10% on activated carbon; hydrogen / methabol / 60 °C / 5931.67 Torr

3.1: sodium tris(acetoxy)borohydride / dichloromethane / 10 - 60 °C

4.1: hydrogenchloride / toluene / 25 - 35 °C

5.1: ethanol; ethyl acetate

With hydrogenchloride; potassium phosphate; dipotassium hydrogenphosphate; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; In ethanol; dichloromethane; methabol; water; ethyl acetate; toluene; acetonitrile;

DOI:10.1021/op100020z

Reference yield:

4,6-dimethylpyrimidine-5-carboxylic acid chloride (897918-33-1) → {5-[(S)-3-Amino-3-(3-fluorophenyl)-propyl]hexahydropyrrolo[3,4-c]pyrrol-2-yl}-(4,6-dimethylpyrimidin-5-yl)methanone tartaric acid salt (1220514-59-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium phosphate; dipotassium hydrogenphosphate / water; acetonitrile / 2 h / 0 °C / Large scale reaction

1.2: 10 °C / Large scale reaction

2.1: palladium 10% on activated carbon; hydrogen / methabol / 60 °C / 5931.67 Torr

3.1: sodium tris(acetoxy)borohydride / dichloromethane / 10 - 60 °C

4.1: hydrogenchloride / toluene / 25 - 35 °C

5.1: ethanol; ethyl acetate

With hydrogenchloride; potassium phosphate; dipotassium hydrogenphosphate; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; In ethanol; dichloromethane; methabol; water; ethyl acetate; toluene; acetonitrile;

DOI:10.1021/op100020z

upstream raw materials:

cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane

(S)-(1-(3-fluorophenyl)-3-oxopropyl)-carbamic acid tert-butyl ester

(S)-3-tert-butoxycfarbonylamino-3-(3-fluorophenyl)propionic acid ethyl ester

[(S)-1-(3-fluorophenyl)-3-hydroxypropyl]carbamic acid tert-butyl ester

Downstream raw materials:

C₂₇H₃₄FN₅O₃

C₂₇H₃₄FN₅O₃*ClH

Refernces