FMOC-(S)-2-AMINO-3-METHOXYPROPIONIC ACID

Base Information

• Chemical Name: FMOC-(S)-2-AMINO-3-METHOXYPROPIONIC ACID
• CAS No.: 159610-93-2
• Molecular Formula: C19H19NO5
• Molecular Weight: 341.364
• Hs Code.: 2924299090
• Mol file: 159610-93-2.mol

Synonyms:N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-METHYL-L-SERINE;FMOC-L-SER(ME)-OH;FMOC-O-METHYL-L-SER;FMOC-(S)-2-AMINO-3-METHOXYLPROPANOIC ACID;FMOC-(S)-2-AMINO-3-METHOXYPROPIONIC ACID;FMoc-Ser(Me)-OH;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-methyl-L-serine

Chemical Property of FMOC-(S)-2-AMINO-3-METHOXYPROPIONIC ACID

Chemical Property:

• Boiling Point: 567.9±50.0 °C(Predicted)
• PKA: 3.41±0.10(Predicted)
• PSA: 84.86000
• Density: 1.285±0.06 g/cm3(Predicted)
• LogP: 3.01560
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-(S)-2-amino-3-methoxypropionic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-(S)-2-AMINO-3-METHOXYPROPIONIC ACID

There total 2 articles about FMOC-(S)-2-AMINO-3-METHOXYPROPIONIC 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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) → Fmoc-O-methyl-L-serine (159610-93-2,215189-51-8)

Guidance literature:

(S)-2-amino-3-methoxypropanoic acid hydrochloride; With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 0.5h;

(fluorenylmethoxy)carbonyl chloride; In 1,4-dioxane; water; at 0 - 20 ℃; for 4h;

Reference yield:

DL-3-methoxy-alanine (4219-94-7,19794-53-7,32620-11-4,86118-11-8) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-O-methyl-L-serine (159610-93-2,215189-51-8)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃;

Reference yield: 90.0%

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(dimethylamino)hexanoic acid + Fmoc-O-methyl-L-serine (159610-93-2,215189-51-8) + N-Fmoc L-Phe (35661-40-6) + L-Asn(Trt) (132388-59-1) + N-(9-fluorenylmethoxycarbonyl)-O-methyl-L-tyrosine (77128-72-4,201335-88-8) → HO-Phe-Tyr(Me)-Ser(Me)-Asn(Trt)-Lys(Me)2-NH2

Guidance literature:

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-(dimethylamino)hexanoic acid; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 4h;

With piperidine; In N,N-dimethyl-formamide; isopropyl alcohol;

Fmoc-O-methyl-L-serine; N-Fmoc L-Phe; L-Asn(Trt); N-(9-fluorenylmethoxycarbonyl)-O-methyl-L-tyrosine; Further stages;

DOI:10.1021/acs.orglett.7b03363

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

DL-3-methoxy-alanine

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

Refernces

• 1、 -. "Compounds for enzyme inhibition". Page/Page column 33; 34. . Retrieved 2008/06/13.