FMOC-ALA-ALDEHYDE

Base Information

• Chemical Name: FMOC-ALA-ALDEHYDE
• CAS No.: 146803-41-0
• Molecular Formula: C18H17 N O3
• Molecular Weight: 295.33
• Hs Code.: 2924299090
• Mol file: 146803-41-0.mol

Synonyms:Carbamicacid, (1-methyl-2-oxoethyl)-, 9H-fluoren-9-ylmethyl ester, (S)-; Carbamic acid,[(1S)-1-methyl-2-oxoethyl]-, 9H-fluoren-9-ylmethyl ester (9CI)

Chemical Property of FMOC-ALA-ALDEHYDE

Chemical Property:

• Boiling Point: 479.9±28.0 °C(Predicted)
• PKA: 10.80±0.46(Predicted)
• PSA: 55.40000
• Density: 1.203±0.06 g/cm3(Predicted)
• LogP: 3.50340
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98.5% ^*data from raw suppliers

Fmoc-ala-aldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Fmoc-ala-aldehyde acts as an intermediate in the synthesis of α-amino aldehydes and peptide aldehydes.

Technology Process of FMOC-ALA-ALDEHYDE

There total 15 articles about FMOC-ALA-ALDEHYDE 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%

Fmoc-L-Ala-NCA (125814-20-2) → N-(fluorenylmethyloxycarbonyl)-L-alaninal (146803-41-0)

Guidance literature:

With lithium triethoxyaluminum hydride; In tetrahydrofuran; at -40 - -5 ℃;

DOI:10.1016/S0040-4039(01)01287-4

Reference yield: 95.0%

(9H-fluoren-9-yl)methyl (S)-(1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate (198542-03-9) → N-(fluorenylmethyloxycarbonyl)-L-alaninal (146803-41-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4020(01)00789-X

Reference yield: 94.9%

(S)-2-(N-fluorenylmethoxycarbonylamino)propanol (161529-13-1) → N-(fluorenylmethyloxycarbonyl)-L-alaninal (146803-41-0)

Guidance literature:

(S)-2-(N-fluorenylmethoxycarbonylamino)propanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -65 ℃; for 2h;

With triethylamine; In dichloromethane; at -65 - 20 ℃;

upstream raw materials:

Fmoc-L-Ala-NCA

9H-fluoren-9-ylmethyl [(1S)-2-chloro-1-methyl-oxoethyl]carbamate

(S)-2-(N-fluorenylmethoxycarbonylamino)propanol

(9H-fluoren-9-yl)methyl (S)-(1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

Downstream raw materials:

benzyl N-(2-Fmoc-amino-L-methylethyl)glycinate

{[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester

{[2-(2-{[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester

4(S)-[(9-fluorenylmethoxycarbonyl)amino]-2-pentenoic acid benzyl ester

Refernces

• 1、 Van Kersavond, Tim,Konopatzki, Raphael,Van Der Plassche, Merel A. T.,Yang, Jian,Verhelst, Steven H. L.. "Rapid synthesis of internal peptidyl α-ketoamides by on resin oxidation for the construction of rhomboid protease inhibitors". . p. 4196 - 4199. Retrieved 2021.
• 2、 Shi, Yan,Yin, Guangqiang,Yan, Zhiping,Sang, Peng,Wang, Minghui,Brzozowski, Robert,Eswara, Prahathees,Wojtas, Lukasz,Zheng, Youxuan,Li, Xiaopeng,Cai, Jianfeng. "Helical Sulfono-γ-AApeptides with Aggregation-Induced Emission and Circularly Polarized Luminescence". . p. 12697 - 12706. Retrieved 2019.
• 3、 -. "Β?CATENIN/ B-CELL LYMPHOMA 9 PROTEIN?PROTEIN INTERACTION INHIBITING PEPTIDOMIMETICS". Paragraph 0167. . Retrieved 2020/11/03.