(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid

Base Information

• Chemical Name: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid
• CAS No.: 478183-58-3
• Molecular Formula: C24H20ClNO5
• Molecular Weight: 437.88
• Mol file: 478183-58-3.mol

Synonyms:(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid

Chemical Property of (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid

Chemical Property:

• Boiling Point: 674.9±55.0 °C(Predicted)
• PKA: 2.86±0.10(Predicted)
• PSA: 95.86000
• Density: 1.395±0.06 g/cm3(Predicted)
• LogP: 4.97090
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-3-chloro-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid

There total 1 articles about (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoic 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:

(S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid (7423-93-0) → Fmoc-L-3-chlorotyrosine (478183-58-3)

Guidance literature:

(S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid; With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃;

With potassium hydrogensulfate; In 1,4-dioxane; water; pH=3;

Reference yield:

Fmoc-Pro-OH (71989-31-6) + N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) + N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine (135273-01-7) + Fmoc-L-3-chlorotyrosine (478183-58-3) → (5S,8R,13R,15aS)-8-[(S)-2-Amino-3-(3-chloro-4-hydroxy-phenyl)-propionylamino]-5-hydroxymethyl-4,7,15-trioxo-tetradecahydro-10,11-dithia-3a,6,14-triaza-cyclopentacyclotetradecene-13-carboxylic acid

Guidance literature:

Multistep reaction;

DOI:10.1021/jm970175s

Reference yield:

6-fluoronicotinic acid 2,3,5,6-tetrafluorophenyl ester (1207955-00-7) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Leu-OH (35661-60-0) + Fmoc-L-hydroxyproline + Fmoc-Ile-OH (71989-23-6,251316-98-0) + N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine (71989-20-3) + Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine (135248-89-4) + N-Fmoc-D-glutamic acid (104091-09-0) + N-Fmoc-tyrosine + N-alpha-(9-fluorenylmethoxycarbonyl)-L-histidine + Fmoc-L-3-chlorotyrosine (478183-58-3) → C59H82ClN15O17S2

Guidance literature:

N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine; With diisopropyl-carbodiimide; In N,N-dimethyl-formamide;

With piperidine; benzotriazol-1-ol; In N,N-dimethyl-formamide;

6-fluoronicotinic acid 2,3,5,6-tetrafluorophenyl ester; N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Leu-OH; Fmoc-L-hydroxyproline; Fmoc-Ile-OH; N^α-fluoren-9-ylmethoxycarbonyl-L-cysteine; N-Fmoc-D-glutamic acid; N-Fmoc-tyrosine; N-alpha-(9-fluorenylmethoxycarbonyl)-L-histidine; Fmoc-L-3-chlorotyrosine; Further stages;

upstream raw materials:

(S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid

Downstream raw materials:

C₇₈H₁₁₁ClN₁₈O₂₀S₂

Refernces