L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, methyl ester

Base Information

• Chemical Name: L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, methyl ester
• CAS No.: 89024-98-6
• Molecular Formula: C20H21NO5
• Molecular Weight: 355.39
• Mol file: 89024-98-6.mol

Synonyms:Fmoc-Thr-OMe;N-fluorenylmethoxycarbonyl-L-threonine methyl ester;(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-hydroxy-butyric acid methyl ester;Fmoc-Thr(OH)-OMe;N-(9-fluorenylmethoxycarbonyl)-L-threonine methyl ester;N-α-(9-fluorenylmethyloxycarbonyl)-L-threonine methyl ester;FmocThr(OH)OMe;

Chemical Property of L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, methyl ester

Chemical Property:

• Boiling Point: 579.4±45.0 °C(Predicted)
• PSA: 84.86000
• Density: 1.258±0.06 g/cm3(Predicted)
• LogP: 2.83840

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, methyl ester

There total 2 articles about L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, methyl ester 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: 91.0%

methanol (67-56-1) + Fmoc-Thr-OH (73731-37-0) → N-α-(9-fluorenylmethyloxycarbonyl)-L-threonine methyl ester (89024-98-6)

Guidance literature:

With thionyl chloride; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00626

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + Fmoc-Thr-OH (73731-37-0) → N-α-(9-fluorenylmethyloxycarbonyl)-L-threonine methyl ester (89024-98-6)

Guidance literature:

In diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmc.2013.12.059

Reference yield: 96.0%

N-α-(9-fluorenylmethyloxycarbonyl)-L-threonine methyl ester (89024-98-6) → Fmoc-Thr-OH (73731-37-0)

Guidance literature:

With magnesium iodide; In tetrahydrofuran; at 120 ℃; for 1h; chemoselective reaction; Inert atmosphere; Microwave irradiation; Sealed tube;

DOI:10.1002/chem.201501799

upstream raw materials:

methanol

Fmoc-Thr-OH

diazomethane

Downstream raw materials:

C₂₀H₁₈N₂O₇

(2R,3R)-2-(9-fluorenylmethoxycarbonylamino)-3-(4-methoxyphenyl)methoxybutanol

{(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

(3S,4R)-3-Amino-2-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-pentanenitrile