4-Fmoc-3-morpholinecarboxylic acid

Base Information

• Chemical Name: 4-Fmoc-3-morpholinecarboxylic acid
• CAS No.: 204320-51-4
• Molecular Formula: C₂₀H₁₉NO₅
• Molecular Weight: 353.375
• European Community (EC) Number: 835-093-4
• DSSTox Substance ID: DTXSID70403529
• Mol file: 204320-51-4.mol

Synonyms:204320-51-4;4-FMOC-3-MORPHOLINECARBOXYLIC ACID;(R/S)-Fmoc-3-carboxymorpholine;4-(9H-fluoren-9-ylmethoxycarbonyl)morpholine-3-carboxylic Acid;4-N-Fmoc-3-morpholinecarboxylic acid;4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid;4-{[(9H-fluoren-9-yl)methoxy]carbonyl}morpholine-3-carboxylic acid;MFCD01860732;3,4-Morpholinedicarboxylic acid, 4-(9H-fluoren-9-ylmethyl) ester;SCHEMBL15285020;DTXSID70403529;4-Fmoc-morpholine-3-carboxylic Acid;MFCD01632020;AKOS014887096;AB88637;SB48552;(S)-4-Fmoc-3-morpholinecarboxylic Acid;4-Fmoc-3(S)-morpholine carboxylic acid;SY074670;(R/S)-fmoc-3-carboxymorpholine, AldrichCPR;CS-0436347;F1050;Fmoc-(R,S)-2-carboxymorpholine Fmoc-Cop-OH;A50768;EN300-657470;Z1263730649;4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylicacid;4-[(9H-fluoren-9-ylmethoxy)carbonyl]morpholine-3-carboxylic acid

Chemical Property of 4-Fmoc-3-morpholinecarboxylic acid

Chemical Property:

• Vapor Pressure: 2.77E-14mmHg at 25°C
• Boiling Point: 579.8°C at 760 mmHg
• PKA: 3.47±0.20(Predicted)
• Flash Point: 304.4°C
• PSA: 76.07000
• Density: 1.344g/cm³
• LogP: 2.65880
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 353.12632271
• Heavy Atom Count: 26
• Complexity: 516

Purity/Quality:

97% ^*data from raw suppliers

(R/S)-Fmoc-3-carboxymorpholine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC(N1C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

Technology Process of 4-Fmoc-3-morpholinecarboxylic acid

There total 11 articles about 4-Fmoc-3-morpholinecarboxylic 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: 98.0%

(3S)-morpholine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester → (5)-4-[{(9H-fluoren-9-yl)methoxy}carbonyl]morpholine-3-carboxylic acid (281655-37-6,942153-03-9,204320-51-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 16h; Heating;

DOI:10.1002/anie.200800373

Reference yield: 96.0%

(3R)-morpholine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester (942153-02-8) → (R)-4-(((9H-fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid (942153-03-9,204320-51-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 18h; Heating;

DOI:10.1021/jo070036a

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (S)-morpholine-3-carboxylic acid (106825-79-0,106825-81-4) → (5)-4-[{(9H-fluoren-9-yl)methoxy}carbonyl]morpholine-3-carboxylic acid (281655-37-6,942153-03-9,204320-51-4)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; water; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2014.01.002

upstream raw materials:

(3S)-2,3-dihydro[1,4]oxazine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester

(2S)-2-[(2,2-dimethoxyethylamino)(9H-fluoren-9-ylmethoxycarbonyl)amino]-3-hydroxypropionic acid methyl ester

(3S)-morpholine-3-carboxylic acid hydrochloride salt

(fluorenylmethoxy)carbonyl chloride