Fmoc-Asp(O-2-PhⁱPr)-OH

Base Information

• Chemical Name: Fmoc-Asp(O-2-PhⁱPr)-OH
• CAS No.: 268209-75-2
• Molecular Formula: C₂₈H₂₇NO₆
• Molecular Weight: 473.525

Synonyms:Fmoc-Asp(O-2-PhⁱPr)-OH

Chemical Property of Fmoc-Asp(O-2-PhⁱPr)-OH

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Technology Process of Fmoc-Asp(O-2-PhⁱPr)-OH

There total 1 articles about Fmoc-Asp(O-2-PhⁱPr)-OH 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:

→ Fmoc-Asp(O-2-PhiPr)-OH (268209-75-2)

Guidance literature:

With chymotrypsin; In phosphate buffer; for 16h; pH=8;

DOI:10.1039/b506154g

Reference yield: 47.0%

C32H34N2O8 + N-Fmoc L-Phe (35661-40-6) + acetic anhydride (108-24-7) + Fmoc-His(Trt)-OH (109425-51-6) + Fmoc-(S)-2-aminohexanoic acid (77284-32-3,144701-20-2) + 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester (143824-78-6,163619-04-3) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) + Fmoc-Asp(O-2-PhiPr)-OH (268209-75-2) → Ac-Nle-c[Asp-His-Phe-Arg-Trp-Lys]-NH2

Guidance literature:

C₃₂H₃₄N₂O₈; With ethyl cyanoglyoxylate-2-oxime; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

With piperidine; In N,N-dimethyl-formamide; for 0.166667h;

N-Fmoc L-Phe; acetic anhydride; Fmoc-His(Trt)-OH; Fmoc-(S)-2-aminohexanoic acid; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Fmoc-Asp(O-2-PhⁱPr)-OH; Further stages;

DOI:10.1021/acs.orglett.8b00898

Reference yield:

Fmoc-Gly-Wang resin + Fmoc-Ile-Thr(ΨMe,MePro)-OH (957780-52-8) + Fmoc-Val-OH (68858-20-8) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + Fmoc-Pro-OH (71989-31-6) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + N-(tert-butoxycarbonyl)-(R)-thiazolidine-4-carboxylic acid (51077-16-8) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (86060-81-3) + Fmoc-Asp(O-2-PhiPr)-OH (268209-75-2) → C89H146N16O24S3

Guidance literature:

Fmoc-Gly-Wang resin; With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; TGT resin Inert atmosphere; Automated synthesizer;

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; TGT resin Inert atmosphere; Automated synthesizer;

Fmoc-Ile-Thr(ψMe,MePro)-OH; Fmoc-Val-OH; Fmoc-Pro-OH; Fmoc-Ile-OH; N-(tert-butoxycarbonyl)-(R)-thiazolidine-4-carboxylic acid; Fmoc-Thr(tBu)-OH; S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine; Fmoc-Asp(O-2-PhⁱPr)-OH; Further stages;

DOI:10.1021/ja503545r

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