Fmoc-Ala-OH

Base Information

• Chemical Name: Fmoc-Ala-OH
• CAS No.: 35661-39-3
• Molecular Formula: C18H17NO4
• Molecular Weight: 311.337
• Hs Code.: 29242990
• European Community (EC) Number: 252-660-6
• DSSTox Substance ID: DTXSID001245823
• Nikkaji Number: J256.555B
• Wikidata: Q107894507
• ChEMBL ID: CHEMBL4284055
• Mol file: 35661-39-3.mol

Synonyms:Fmoc-Ala-OH;35661-39-3;Fmoc-L-alanine;FMOC-L-ALA-OH;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-alanine;N-Fmoc-L-alanine;N-(9-Fluorenylmethoxycarbonyl)-L-alanine;MFCD00037139;L-Alanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;N-(9H-Fluorene-9-ylmethoxycarbonyl)alanine;9-Fmoc-L-alanine;Fmoc-L-Alanine monohydrate;FMOC-L-alpha-Alanine;(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid;(S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)PROPANOIC ACID;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid;FMOC-ALANINE;N-((9H-Fluoren-9-ylmethoxy)carbonyl)-L-alanine;N-alpha-FMOC-L-ALANINE;EINECS 252-660-6;Fmoc-Ala;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid;(S)-Fmoc-alanine;FMOC-L-ALA;Fmoc-Ala-OH, 95%;(((9H-fluoren-9-yl)methoxy)carbonyl)-L-alanine;FMOC-ALA-OH,NONHYDRATE;SCHEMBL119044;AMY365;CHEMBL4284055;QWXZOFZKSQXPDC-NSHDSACASA-;DTXSID001245823;STL466185;AKOS005175159;AKOS015924056;AC-8579;AM81480;CS-W009920;FD21028;HY-W009204;Na-9-Fluorenylmethoxycarbonyl-L-alanine;BP-23514;DS-13759;F0305;(((9H-Fluoren-9-yl)methoxy)carbonyl)alanine;EN300-74032;D72711;M03347;N-9-FLUORENYLMETHYLOXYCARBONYL-L-ALANINE;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]alanine #;A822925;J-300006;Z1123720060;(s)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-propionic acid;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoate;InChI=1/C18H17NO4/c1-11(17(20)21)19-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,19,22)(H,20,21)/t11-/m0/s1

Chemical Property of Fmoc-Ala-OH

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.13E-12mmHg at 25°C
• Melting Point: 147-153 °C(lit.)
• Refractive Index: -18.5 ° (C=1, DMF)
• Boiling Point: 544.1 °C at 760 mmHg
• PKA: 3.91±0.10(Predicted)
• Flash Point: 282.9 °C
• PSA: 79.12000
• Density: 282 g/cm³
• LogP: 3.20260
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), DMF (Sparingly), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 311.11575802
• Heavy Atom Count: 23
• Complexity: 430

Purity/Quality:

99%, ^*data from raw suppliers

Fmoc-L-Ala-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: C[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: N-Fmoc-L-alanine is potentially useful for proteomics studies and solid phase peptide synthesis techniques. Alanine is one of the simplest amino acids - a methyl group as the side chain. This small side chain confers a high degree of flexibility when incorporated into a polypeptide chain. The Fmoc group is typically removed with a base such as pyridine - an orthogonal de-protection strategy to the acid labilie Boc group.

Technology Process of Fmoc-Ala-OH

There total 53 articles about Fmoc-Ala-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: 100.0%

C32H27NO5 → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7)

Guidance literature:

With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid; In water; acetonitrile; at 20 ℃; for 1h; Irradiation;

DOI:10.1021/acscatal.7b02117

Reference yield: 99.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 18h;

Reference yield: 96.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7)

Guidance literature:

In water; at 110 ℃; for 0.0833333h; chemoselective reaction; Microwave irradiation; Green chemistry;

DOI:10.1039/c4ra16683c

upstream raw materials:

L-alanin

(fluorenylmethoxy)carbonyl chloride

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

9-fluorenylmethyl N-succinimidyl carbonate

Downstream raw materials:

(S)-2,5-dioxopyrrolidin-1-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate

(9H-fluoren-9-yl-methoxy)carbonyl-L-alanine pentafluorophenyl ester

Leu-Ala-Gly-Val

Ac-Tyr(t-Bu)-Gly-Gly-NH-Hex

Refernces

• 1、 Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong. "Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety". . p. 1080 - 1090. Retrieved 2020/05/25.
• 2、 Goldschmidt G?z, Viktória,Nagy, Adrienn,Farkas, Viktor,Keszei, Ern?,Perczel, András. "Unwanted hydrolysis or α/β-peptide bond formation: How long should the rate-limiting coupling step take?". . p. 30720 - 30728. Retrieved 2019/10/28.