(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid

Base Information

• Chemical Name: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid
• CAS No.: 872142-89-7
• Molecular Formula: C₃₃H₃₁NO₅
• Molecular Weight: 521.613

Synonyms:(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid

Chemical Property of (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid

There total 1 articles about (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic 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:

(S)-2-(tert-butoxycarbonylamino)-3-(2'-ethyl-4'-methoxylbiphenyl-4-yl)propanoic acid (872142-88-6) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid (872142-89-7)

Guidance literature:

(S)-2-(tert-butoxycarbonylamino)-3-(2'-ethyl-4'-methoxylbiphenyl-4-yl)propanoic acid; With hydrogenchloride; In dichloromethane;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In tetrahydrofuran; water;

Reference yield: 33.0%

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid (872142-89-7) + N-Fmoc-(S)-2-fluoro-α-methylphenylalanine (1172127-44-4) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + C40H33N3O4S + Fmoc-Ser(tBu)-OH (71989-33-8) + Fmoc-(tBu)Asp-OH (71989-14-5) + Fmoc-Glu(OtBu)-OH (71989-18-9) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid (94744-50-0) + (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-phenylpentanoic acid (1217731-48-0) → C69H89FN14O20

Guidance literature:

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-phenylpentanoic acid; With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid; N-Fmoc-(S)-2-fluoro-α-methylphenylalanine; N-(fluoren-9-ylmethoxycarbonyl)glycine; C₄₀H₃₃N₃O₄S; Fmoc-Ser(tBu)-OH; Fmoc-(tBu)Asp-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Thr(tBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid; Further stages;

DOI:10.1021/acs.jmedchem.5b00166

Reference yield: 31.0%

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid (872142-89-7) + N-Fmoc-(S)-2,6-difluoro-α-methylphenylalanine (1223105-51-8) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(2'-methyl-[1,1'-biphenyl]-4-yl)propanoic acid + C40H33N3O4S + Fmoc-Ser(tBu)-OH (71989-33-8) + Fmoc-(tBu)Asp-OH (71989-14-5) + Fmoc-Glu(OtBu)-OH (71989-18-9) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid (94744-50-0) → His-[2-amino-iso-butyryl]-Glu-Gly-Thr-[(L)-α-methyl-(2,6-difluorophenyl)alanyl]-Thr-Ser-Asp-[2-amino-3-(2'-ethyl-4'-methoxy-biphenyl-4-yl)propanoyl]-[2-amino-3-(2'-methyl-biphenyl-4-yl)propanoyl]-NH2 (516521-28-1)

Guidance literature:

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(2'-methyl-[1,1'-biphenyl]-4-yl)propanoic acid; With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl-amino)-3-(2'-ethyl-4'-methoxybi-phenyl-4-yl)propanoic acid; N-Fmoc-(S)-2,6-difluoro-α-methylphenylalanine; N-(fluoren-9-ylmethoxycarbonyl)glycine; C₄₀H₃₃N₃O₄S; Fmoc-Ser(tBu)-OH; Fmoc-(tBu)Asp-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Thr(tBu)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid; Further stages;

DOI:10.1021/acs.jmedchem.5b00166

upstream raw materials:

(S)-2-(tert-butoxycarbonylamino)-3-(2'-ethyl-4'-methoxylbiphenyl-4-yl)propanoic acid

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Downstream raw materials:

His-[2-amino-iso-butyryl]-Glu-Gly-Thr-[(L)-α-methyl-(2,6-difluorophenyl)alanyl]-Thr-Ser-Asp-[2-amino-3-(2'-ethyl-4'-methoxy-biphenyl-4-yl)propanoyl]-[2-amino-3-(2'-methyl-biphenyl-4-yl)propanoyl]-NH2

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