(S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate

Base Information

• Chemical Name: (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate
• CAS No.: 125218-62-4
• Molecular Formula: C₂₅H₂₂N₂O₆
• Molecular Weight: 446.459
• Mol file: 125218-62-4.mol

Synonyms:(S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate

Chemical Property of (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate

There total 3 articles about (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate 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: 78.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (S)-4-nitrophenylalanine methyl ester hydrochloride (17193-40-7) → (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate (125218-62-4)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.06.018

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (L)-p-Nitrophenylalanine methyl ester (81677-60-3) → (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate (125218-62-4)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; water;

DOI:10.1016/S0040-4039(00)99476-0

Reference yield:

4-nitro-3-phenyl-L-alanine (949-99-5) → (S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-nitrophenyl)propanoate (125218-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 12 h / 0 °C / Inert atmosphere; Reflux

2: potassium carbonate / 1,4-dioxane; water / 12 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; potassium carbonate; In 1,4-dioxane; water;

DOI:10.1016/j.bmc.2013.06.018

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(L)-p-Nitrophenylalanine methyl ester

4-nitro-3-phenyl-L-alanine

(S)-4-nitrophenylalanine methyl ester hydrochloride

Downstream raw materials:

(S)-(1-(p-nitrobenzyl)-2-oxoethyl)carbamic acid 9H-fluoren-9-ylmethyl ester

(S)-3-(4-Amino-phenyl)-2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-propionic acid

methyl (S)-2-amino-3-[4-(benzyloxycarbonylamino)phenyl]propionate

(S)-methyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-aminophenyl)propanoate