FMOC-L-TRYPTOPHANOL

Base Information

• Chemical Name: FMOC-L-TRYPTOPHANOL
• CAS No.: 153815-60-2
• Molecular Formula: C26H24 N2 O3
• Molecular Weight: 412.48
• Mol file: 153815-60-2.mol

Synonyms:Carbamicacid, [2-hydroxy-1-(1H-indol-3-ylmethyl)ethyl]-, 9H-fluoren-9-ylmethyl ester,(S)-

Chemical Property of FMOC-L-TRYPTOPHANOL

Chemical Property:

• Melting Point: 86-90 °C
• Boiling Point: 697.7±55.0 °C(Predicted)
• PKA: 11.43±0.46(Predicted)
• PSA: 74.35000
• Density: 1.294±0.06 g/cm3(Predicted)
• LogP: 5.00090
• Storage Temp.: Store at 0°C

Purity/Quality:

99%+, ^*data from raw suppliers

(S)-(9H-Fluoren-9-yl)methyl (1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-L-TRYPTOPHANOL

There total 3 articles about FMOC-L-TRYPTOPHANOL 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: 95.0%

9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) + L-tryptophanol (154-09-6,526-53-4,2899-29-8,52485-52-6) → Fmoc-tryptophanol (153815-60-2)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 20 ℃; for 1h;

DOI:10.1016/j.carres.2009.03.029

Reference yield: 80.0%

(S)-4-(1H-Indol-3-ylmethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester → Fmoc-tryptophanol (153815-60-2)

Guidance literature:

With sodium tetrahydroborate; In 1,2-dimethoxyethane; water; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(00)75840-0

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + L-tryptophanol (154-09-6,526-53-4,2899-29-8,52485-52-6) → Fmoc-tryptophanol (153815-60-2)

Guidance literature:

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

DOI:10.1021/ja057012a

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-tryptophanol

9-fluorenylmethyl N-succinimidyl carbonate

Downstream raw materials:

tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate

C₄₀H₆₁N₃O₅SSi

Refernces

• 1、 Reggelin, Michael,Junker, Bernd,Heinrich, Timo,Slavik, Stefan,Buehle, Philipp. "Asymmetric synthesis of highly substituted azapolycyclic compounds via 2-alkenyl sulfoximines: Potential scaffolds for peptide mimetics". . p. 4023 - 4034. Retrieved 2007/10/03.