trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Base Information

• Chemical Name: trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid
• CAS No.: 441712-69-2
• Molecular Formula: C₂₉H₃₁FN₄O₅
• Molecular Weight: 534.587
• Mol file: 441712-69-2.mol

Synonyms:trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Chemical Property of trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

There total 6 articles about trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid 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:

C30H33FN4O5 (441715-88-4) → trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid (441712-69-2)

Guidance literature:

C₃₀H₃₃FN₄O₅; With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1016/j.bmc.2011.12.045

Reference yield:

7-Azaindole (271-63-6) → trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid (441712-69-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

1.2: 2.5 h / 0 °C

2.1: trichlorophosphate / 0.33 h / 0 °C

2.2: 1.5 h / 0 - 20 °C

2.3: Cooling with ice

3.1: ethanol / 22 h

3.2: 1 h

4.1: sodium hydroxide / tetrahydrofuran / 4 h / 20 °C

5.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 4 h

6.1: sodium hydroxide / tetrahydrofuran / 5 h / 20 °C

With dmap; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; mineral oil; 2.2: Vilsmeier-Haack reaction;

DOI:10.1016/j.bmc.2011.12.045

Reference yield:

[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetic acid (441715-87-3) → trans-4-[1-[[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid (441712-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 4 h

2: sodium hydroxide / tetrahydrofuran / 5 h / 20 °C

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.12.045

upstream raw materials:

7-Azaindole

C₃₀H₃₃FN₄O₅

[2-[1-methyl-3-(1H-pyrrolo[2,3-b]pyridinyl)]-6-benzoxazolyl]acetic acid

C₁₈H₁₅N₃O₃