2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid

Base Information

• Chemical Name: 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid
• CAS No.: 1097192-06-7
• Molecular Formula: C₂₃H₂₃NO₄
• Molecular Weight: 377.44
• Mol file: 1097192-06-7.mol

Synonyms:2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid

Chemical Property of 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid

There total 1 articles about 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic 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-aminooct-7-ynoic acid + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid (1097192-06-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 4h; pH=8;

DOI:10.1002/ejoc.200800717

Reference yield:

Nα-Fmoc-Arg(NG-pbf)-Rink amide resin + (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-azidobutanoic acid (942518-20-9) + 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid (1097192-06-7) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Leu-OH (35661-60-0) + acetic anhydride (108-24-7) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) + N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine (71989-20-3) + N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine (75932-02-4,78081-87-5) → Nα-Ac-Lys-Gly-hAla(γ-N3)-Ser-Ile-Gln-Nle(δ-yl)-Leu-Arg-NH2 (1217266-33-5)

Guidance literature:

Nα-Fmoc-Arg(NG-pbf)-Rink amide resin; With piperidine; In N,N-dimethyl-formamide; for 0.416667h; Automated synthesizer;

Fmoc-Leu-OH; With 4-methyl-morpholine; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; for 0.666667h; Automated synthesizer;

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-azidobutanoic acid; 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid; N-(fluoren-9-ylmethoxycarbonyl)glycine; acetic anhydride; Fmoc-Ile-OH; N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine; N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine; N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine; Further stages;

DOI:10.1002/ejoc.200901157

Reference yield:

Nα-Fmoc-Arg(NG-pbf)-Rink amide resin + (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-azidobutanoic acid (942518-20-9) + 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid (1097192-06-7) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Leu-OH (35661-60-0) + acetic anhydride (108-24-7) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) + N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine (71989-20-3) + N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine (75932-02-4,78081-87-5) → Nα-Ac-Lys-Gly-Nle(δ-yl)-Ser-Ile-Gln-hAla(γ-N3)-Leu-Arg-NH2 (1217266-34-6)

Guidance literature:

Nα-Fmoc-Arg(NG-pbf)-Rink amide resin; With piperidine; In N,N-dimethyl-formamide; for 0.416667h; Automated synthesizer;

Fmoc-Leu-OH; With 4-methyl-morpholine; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; for 0.666667h; Automated synthesizer;

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-azidobutanoic acid; 2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}-7-octynoic acid; N-(fluoren-9-ylmethoxycarbonyl)glycine; acetic anhydride; Fmoc-Ile-OH; N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine; N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine; N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine; Further stages;

DOI:10.1002/ejoc.200901157

upstream raw materials:

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

Downstream raw materials:

Nα-Ac-Lys-Gly-hAla(γ-N3)-Ser-Ile-Gln-Nle(δ-yl)-Leu-Arg-NH2

Nα-Ac-Lys-Gly-Nle(δ-yl)-Ser-Ile-Gln-hAla(γ-N3)-Leu-Arg-NH2

Nα-Ac-Lys-Gly-Nva(δ-N3)-Ser-Ile-Gln-Nle(δ-yl)-Leu-Arg-NH2

Nα-Ac-Lys-Gly-Nle(δ-yl)-Ser-Ile-Gln-Nva(δ-N3)-Leu-Arg-NH2