FMOC-VAL-SER(PSIME,MEPRO)-OH

Base Information

• Chemical Name: FMOC-VAL-SER(PSIME,MEPRO)-OH
• CAS No.: 186023-49-4
• Molecular Formula: C26H30N2O6
• Molecular Weight: 466.5262
• Hs Code.: 2934 99 90
• Mol file: 186023-49-4.mol

Synonyms:FMOC-VAL-SER(PSIME,MEPRO)-OH;(4S)-3-[(2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-3-methyl-1-oxobutyl]-2,2-dimethyl-4-oxazolidinecarboxylic acid

Chemical Property of FMOC-VAL-SER(PSIME,MEPRO)-OH

Chemical Property:

• Boiling Point: 688.6±55.0 °C(Predicted)
• PKA: 3.12±0.40(Predicted)
• PSA: 105.17000
• Density: 1.251±0.06 g/cm3(Predicted)
• LogP: 3.92660
• Storage Temp.: Store at +2°C to +8°C.

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-Val-Ser(psiMe,Mepro)-OH Novabiochem? ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-VAL-SER(PSIME,MEPRO)-OH

There total 2 articles about FMOC-VAL-SER(PSIME,MEPRO)-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:

(S)-3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-2,2-dimethyl-oxazolidine-4-carboxylic acid benzyl ester (186023-48-3) → Fmoc-Val-Ser(ΨMe,Me-pro)-OH (186023-49-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Yield given;

DOI:10.1021/ja962780a

Reference yield:

Fmoc-Val-Ser-OBn (186023-39-2) → Fmoc-Val-Ser(ΨMe,Me-pro)-OH (186023-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / PPTS / toluene; dimethylformamide / 15 h / Heating

2: H₂ / Pd/C / methanol

With hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja962780a

Reference yield: 26.0%

Fmoc-Pro-NovaSyn TGT resin + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Val-OH (68858-20-8) + Fmoc-Leu-OH (35661-60-0) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + (S)-3-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoyl)-2,2-dimethyloxazolidine-4-carboxylic acid + Fmoc-Gln(Trt)-Ser(ΨMe,MePro)-OH (1821378-64-6) + N-Fmoc L-Phe (35661-40-6) + Fmoc-Glu(OtBu)-OH (71989-18-9) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) + Fmoc-His(Trt)-OH (109425-51-6) + Fmoc-Val-Ser(ΨMe,Me-pro)-OH (186023-49-4) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) → C129H207N37O34

Guidance literature:

Fmoc-Pro-NovaSyn TGT resin; With piperidine; In N,N-dimethyl-formamide; at 75 ℃; for 0.05h; NovaSyn? TGT resin Microwave irradiation; Inert atmosphere;

Fmoc-L-Gln(Trt)-OH; With ((6-chloro-1H-benzo[d][1,2,3]triazol-1-yl)oxy)tri(pyrrolidin-1-yl)phosphoniumhexafluoro-phosphate (V); N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; at 50 ℃; for 0.0666667h; NovaSyn? TGT resin Microwave irradiation; Inert atmosphere;

N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; (S)-3-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoyl)-2,2-dimethyloxazolidine-4-carboxylic acid; Fmoc-Gln(Trt)-Ser(Ψ^Me,MePro)-OH; N-Fmoc L-Phe; Fmoc-Glu(OtBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-His(Trt)-OH; Fmoc-Val-Ser(ΨMe,Me-pro)-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Further stages;

DOI:10.1021/jacs.5b08754

upstream raw materials:

(S)-3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyryl]-2,2-dimethyl-oxazolidine-4-carboxylic acid benzyl ester

Fmoc-Val-Ser-OBn

Downstream raw materials:

(S)-3-((S)-2-Amino-3-methyl-butyryl)-2,2-dimethyl-oxazolidine-4-carboxylic acid [(S)-1-(4-nitro-phenylcarbamoyl)-2-phenyl-ethyl]-amide

Refernces