Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(7-chloro-5-hydroxy-5H-indeno[1,2-b]pyridin-5-yl) carbonyl]-2-pyrrolidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(7-chloro-5-hydroxy-5H-indeno[1,2-b]pyridin-5-yl) carbonyl]-2-pyrrolidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester
• CAS No.: 850162-96-8
• Molecular Formula: C31H32Cl2N4O5
• Molecular Weight: 611.525
• Mol file: 850162-96-8.mol

Synonyms:

Chemical Property of Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(7-chloro-5-hydroxy-5H-indeno[1,2-b]pyridin-5-yl) carbonyl]-2-pyrrolidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(7-chloro-5-hydroxy-5H-indeno[1,2-b]pyridin-5-yl) carbonyl]-2-pyrrolidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester

There total 7 articles about Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(7-chloro-5-hydroxy-5H-indeno[1,2-b]pyridin-5-yl) carbonyl]-2-pyrrolidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester 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: 27.0%

4-aza-7-chloro-9-hydroxy-9-fluorene carboxylic acid hydrazide (439118-25-9) + (S)-tert-butyl 4-chloro-2-((pyrrolidine-2-carboxamido)methyl)benzylcarbamate (439117-44-9) → 4-aza-7-chloro-9-hydroxy-9-fluorenylcarbonyl-L-prolyl-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamide (850162-96-8)

Guidance literature:

4-aza-7-chloro-9-hydroxy-9-fluorene carboxylic acid hydrazide; With hydrogenchloride; n-Amyl nitrite; In tetrahydrofuran; N,N-dimethyl-formamide; at -20 ℃;

(S)-tert-butyl 4-chloro-2-((pyrrolidine-2-carboxamido)methyl)benzylcarbamate; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at -20 ℃; for 24h;

DOI:10.1021/jm049423s

Reference yield:

4-aza-7-chloro-9-hydroxy-9-fluorene carboxylic acid methyl ester (439118-24-8) → 4-aza-7-chloro-9-hydroxy-9-fluorenylcarbonyl-L-prolyl-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamide (850162-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 72 percent / hydrazine / 2 h / 20 °C

2.1: amyl nitrite; HCl(gas) / dimethylformamide; tetrahydrofuran / -20 °C

2.2: 27 percent / N,N-diisopropylethylamine / tetrahydrofuran; dimethylformamide / 24 h / -20 °C

With hydrogenchloride; n-Amyl nitrite; hydrazine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm049423s

Reference yield:

7-chloro-5-trimethylsilanyloxy-5H-indeno[1,2-b]pyridine-5-carbonitrile → 4-aza-7-chloro-9-hydroxy-9-fluorenylcarbonyl-L-prolyl-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamide (850162-96-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / HCl(gas) / 0 - 20 °C

2.1: 72 percent / hydrazine / 2 h / 20 °C

3.1: amyl nitrite; HCl(gas) / dimethylformamide; tetrahydrofuran / -20 °C

3.2: 27 percent / N,N-diisopropylethylamine / tetrahydrofuran; dimethylformamide / 24 h / -20 °C

With hydrogenchloride; n-Amyl nitrite; hydrazine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm049423s

upstream raw materials:

4-aza-7-chloro-9-hydroxy-9-fluorene carboxylic acid hydrazide

(S)-tert-butyl 4-chloro-2-((pyrrolidine-2-carboxamido)methyl)benzylcarbamate

4-aza-7-chloro-9-hydroxy-9-fluorene carboxylic acid methyl ester

Fmoc-Pro-OH