(2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(thiophen-2-yl)propanoate

Base Information

• Chemical Name: (2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(thiophen-2-yl)propanoate
• CAS No.: 201532-42-5
• Molecular Formula: C22H19NO4S
• Molecular Weight: 393.46
• Hs Code.: 29309090
• DSSTox Substance ID: DTXSID00426923
• Wikidata: Q72478563
• Mol file: 201532-42-5.mol

Synonyms:Fmoc-D-thienylalanine;DTXSID00426923;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-thiophen-2-ylpropanoate;AKOS032947978;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-thiophen-2-ylpropanoic acid;(2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(thiophen-2-yl)propanoate

Chemical Property of (2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(thiophen-2-yl)propanoate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.11E-16mmHg at 25°C
• Melting Point: 169 °C
• Refractive Index: 1.5060 (estimate)
• Boiling Point: 623.4 °C at 760 mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 330.8 °C
• PSA: 103.87000
• Density: 1.343 g/cm³
• LogP: 4.67340
• Storage Temp.: Store at RT.
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 392.09565423
• Heavy Atom Count: 28
• Complexity: 543

Purity/Quality:

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

Fmoc-D-2-thienylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=CS4)C(=O)[O-]
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@H](CC4=CC=CS4)C(=O)[O-]

Technology Process of (2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(thiophen-2-yl)propanoate

There total 1 articles about (2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-(thiophen-2-yl)propanoate 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:

diethyl 2-(thiophenyl)propane-1,3-dioate (88798-28-1) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine (201532-42-5,130309-35-2,134439-24-0)

Guidance literature:

diethyl 2-(thiophenyl)propane-1,3-dioate; N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydroxide; In acetone;

With hydrogenchloride; In methanol; water; for 60h; Time; Reflux;

Reference yield:

2-chlorotrityl chloride polystyrene resin + N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine (201532-42-5,130309-35-2,134439-24-0) + (S)-4-(4-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-methoxy-3-oxopropyl)phenylamino)-4-oxobutanoic acid (1211448-01-9) + Fmoc-D-Phe-OH (86123-10-6) + (S)-3-biphenyl-4-yl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid (199110-64-0,205526-38-1) → C45H46N5O8PolS

Guidance literature:

2-chlorotrityl chloride polystyrene resin; Fmoc-D-Phe-OH; With N-ethyl-N,N-diisopropylamine; In dichloromethane; resin Inert atmosphere;

With piperidine; In N,N-dimethyl-formamide;

N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine; (S)-4-(4-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-methoxy-3-oxopropyl)phenylamino)-4-oxobutanoic acid; (S)-3-biphenyl-4-yl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid;

Reference yield:

2-chlorotrityl chloride polystyrene resin + N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine (201532-42-5,130309-35-2,134439-24-0) + (S)-4-(4-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-methoxy-3-oxopropyl)phenylamino)-4-oxobutanoic acid (1211448-01-9) + Fmoc-D-Phe-OH (86123-10-6) + Fmoc-L-3,4-dichlorophenylalanine-OH (376595-03-8) → C54H50Cl2N5O10PolS

Guidance literature:

2-chlorotrityl chloride polystyrene resin; N-fluorenylmethoxycarbonyl-β-(2-thienyl)-D-alanine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 2h; resin Inert atmosphere;

With piperidine; In N,N-dimethyl-formamide;

(S)-4-(4-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-methoxy-3-oxopropyl)phenylamino)-4-oxobutanoic acid; Fmoc-D-Phe-OH; Fmoc-L-Phe(3,4-Cl)-OH;

upstream raw materials:

diethyl 2-(thiophenyl)propane-1,3-dioate

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

Refernces