L-Serine, O-[[3-[5-(9H-carbazol-9-yl)pentyl]-5-isoxazolyl]methyl]-N-[[(2-chlorophen yl)methoxy]carbonyl]-, methyl ester

Base Information

• Chemical Name: L-Serine, O-[[3-[5-(9H-carbazol-9-yl)pentyl]-5-isoxazolyl]methyl]-N-[[(2-chlorophen yl)methoxy]carbonyl]-, methyl ester
• CAS No.: 675585-53-2
• Molecular Formula: C33H34ClN3O6
• Molecular Weight: 604.102
• Mol file: 675585-53-2.mol

Synonyms:

Chemical Property of L-Serine, O-[[3-[5-(9H-carbazol-9-yl)pentyl]-5-isoxazolyl]methyl]-N-[[(2-chlorophen yl)methoxy]carbonyl]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Serine, O-[[3-[5-(9H-carbazol-9-yl)pentyl]-5-isoxazolyl]methyl]-N-[[(2-chlorophen yl)methoxy]carbonyl]-, methyl ester

There total 7 articles about L-Serine, O-[[3-[5-(9H-carbazol-9-yl)pentyl]-5-isoxazolyl]methyl]-N-[[(2-chlorophen yl)methoxy]carbonyl]-, methyl 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: 80.0%

2-chlorobenzyl chloroformate (39545-31-8) + (2S)-2-amino-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)propionic acid methyl ester (675585-39-4) → (2S)-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)-2-(2-chlorobenzyloxycarbonylamino)propionic acid methyl ester (675585-53-2)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ja046386l

Reference yield:

1 ,6-dibromohexane (629-03-8) → (2S)-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)-2-(2-chlorobenzyloxycarbonylamino)propionic acid methyl ester (675585-53-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / KOH / dimethylformamide / 48 h / 20 °C

2: 63 percent / NaNO₂; phloroglucinol / dimethylsulfoxide / 48 h / 20 °C

3: 70 percent / phenyl isocyanate; triethylamine / toluene / 24 h / 120 °C

4: 99 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

5: 80 percent / CH₂Cl₂ / 24 h / 20 °C

With potassium hydroxide; 3,5-dihydroxyphenol; phenyl isocyanate; triethylamine; trifluoroacetic acid; sodium nitrite; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja046386l

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → (2S)-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)-2-(2-chlorobenzyloxycarbonylamino)propionic acid methyl ester (675585-53-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / KOH / dimethylformamide / 48 h / 20 °C

2: 63 percent / NaNO₂; phloroglucinol / dimethylsulfoxide / 48 h / 20 °C

3: 70 percent / phenyl isocyanate; triethylamine / toluene / 24 h / 120 °C

4: 99 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

5: 80 percent / CH₂Cl₂ / 24 h / 20 °C

With potassium hydroxide; 3,5-dihydroxyphenol; phenyl isocyanate; triethylamine; trifluoroacetic acid; sodium nitrite; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja046386l

upstream raw materials:

2-chlorobenzyl chloroformate

(2S)-2-amino-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)propionic acid methyl ester

1 ,6-dibromohexane

9H-carbazole