[ CAS No. 129397-83-7 ]

Name: Fmoc-Phenylalaninol
Brand: Ambeed
SKU: A175523
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Quality Control of [ 129397-83-7 ]

COA GC NMR CNMR HPLC/UPLC LC-MS

Related Doc. of [ 129397-83-7 ]

SDS

Product Details of [ 129397-83-7 ]

CAS No. :	129397-83-7	MDL No. :	MFCD00235941
Formula :	C₂₄H₂₃NO₃	Boiling Point :	606.1°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	-
M.W :	373.44	Pubchem ID :	7019531
Synonyms :

Computed Properties of [ 129397-83-7 ]

TPSA :Topological Polar Surface Area	58.6	H-Bond Acceptor Count :	3
XLogP3 :	4.4	H-Bond Donor Count :	2
SP3 :	0.21	Rotatable Bond Count :	7

Safety of [ 129397-83-7 ]

Signal Word:	Warning	Class	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 129397-83-7 ]

Upstream synthesis route of [ 129397-83-7 ]
Downstream synthetic route of [ 129397-83-7 ]

[ 129397-83-7 ] Synthesis Path-Upstream 1~8

1
[ 35661-40-6 ]
[ 129397-83-7 ]

Yield	Reaction Conditions	Operation in experiment
96%	Stage #1: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate at 0℃; for 0.17 h; Stage #2: With sodium tetrahydroborate In water; ethyl acetate at 0℃; for 0.42 h;	General procedure: To a solution of carboxylic acid (10 mmol) in THF (10 mL), DIPEA (11 mmol, 1.42 mL) and 50percent T3P in EtOAc (20 mmol, 6.36 mL) were added at 0 °C and the solution was stirred for about 10 min. Then aqueous solution of NaBH₄ (10 mmol, 388 mg in 0.3 mL of H₂O) was added to the reaction mixture at the same temperature and the reaction was allowed to stir till the completion of the reaction as indicated by TLC. After the completion of the reaction, the solvent was evaporated and the crude alcohol was extracted into EtOAc and the organic phase was washed with 5percent citric acid (10 mL .x. 2), 5percent Na₂CO₃ (10 mL .x. 2), water, and brine solution. The product was isolated after the evaporation of solvent under reduced pressure and dried over anhydrous Na₂SO₄.

Reference： [1] Tetrahedron Letters, 2012, vol. 53, # 38, p. 5059 - 5063
[2] Journal of Organic Chemistry, 2001, vol. 66, # 25, p. 8454 - 8462
[3] Tetrahedron Letters, 2000, vol. 41, # 32, p. 6131 - 6135
[4] Organic Letters, 2008, vol. 10, # 10, p. 1881 - 1884
[5] Tetrahedron Letters, 1999, vol. 40, # 23, p. 4395 - 4396
[6] Tetrahedron Asymmetry, 1998, vol. 9, # 11, p. 1855 - 1858
[7] Journal of Organic Chemistry, 1993, vol. 58, # 8, p. 2313 - 2316
[8] Journal of Organic Chemistry, 2009, vol. 74, # 15, p. 5260 - 5266
[9] Synthetic Communications, 2009, vol. 39, # 19, p. 3555 - 3566
[10] Journal of Organic Chemistry, 2014, vol. 79, # 17, p. 8422 - 8427
[11] ACS Combinatorial Science, 2017, vol. 19, # 3, p. 131 - 136
[12] Organic and Biomolecular Chemistry, 2018, vol. 16, # 26, p. 4874 - 4880

2
[ 3182-95-4 ]
[ 28920-43-6 ]
[ 129397-83-7 ]

Yield	Reaction Conditions	Operation in experiment
89%	at 20℃; for 0.03 h; Sonication; Irradiation; Green chemistry	General procedure: Amine (1 mmol) and Fmoc-Cl (1.1 mmol) were placed in a glass tube under neat conditions and were sonicated for a suitable time (as indicated in Tables 1, 2 and 3). All reactions were performed in a water bath at room temperature. After completion of the reaction (as indicated by TLC), 5 cm3 of diethyl ether was added to the mixture. The N-Fmoc derivatives were crystallized and were obtained in good to excellent yields. Purification of the product was accomplished by recrystallization from diethyl ether.

Reference： [1] Journal of Medicinal Chemistry, 1991, vol. 34, # 1, p. 404 - 414
[2] Journal of the Brazilian Chemical Society, 2016, vol. 27, # 3, p. 546 - 550
[3] Journal of Organic Chemistry, 1995, vol. 60, # 2, p. 405 - 410
[4] Journal of the American Chemical Society, 2006, vol. 128, # 12, p. 4023 - 4034

3
[ 146803-43-2 ]
[ 129397-83-7 ]

Reference： [1] Tetrahedron, 2004, vol. 60, # 39, p. 8703 - 8709
[2] Journal of Organic Chemistry, 1993, vol. 58, # 8, p. 2313 - 2316
[3] Synthetic Communications, 2007, vol. 37, # 20, p. 3493 - 3499

4
[ 129397-81-5 ]
[ 129397-83-7 ]

Reference： [1] Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 3, p. 761 - 765

5
[ 3182-95-4 ]
[ 82911-69-1 ]
[ 129397-83-7 ]

Reference： [1] Tetrahedron, 1995, vol. 51, # 45, p. 12337 - 12350
[2] Tetrahedron, 1998, vol. 54, # 34, p. 10125 - 10152
[3] Tetrahedron Letters, 1995, vol. 36, # 1, p. 167 - 168

6
[ 329309-01-5 ]
[ 129397-83-7 ]

Reference： [1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 8, p. 1880 - 1886

7
[ 146803-37-4 ]
[ 129397-83-7 ]

Reference： [1] Journal of Organic Chemistry, 1993, vol. 58, # 8, p. 2313 - 2316

8
[ 84890-98-2 ]
[ 129397-83-7 ]

Reference： [1] Tetrahedron Asymmetry, 1998, vol. 9, # 11, p. 1855 - 1858
[2] Synthesis, 2006, # 3, p. 455 - 460

[ 129397-83-7 ] Synthesis Path-Downstream 1~10

1
[ 129397-83-7 ]
[ 35661-40-6 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 4999 - 5001

2
[ 7304-32-7 ]
[ 35737-10-1 ]
[ 129397-83-7 ]
[ 389-08-2 ]
Fmoc-L-α-amino-4-(protected)-aminobutyric acid [ No CAS ]
1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid [(7S,10S)-10-(2-amino-ethyl)-7-benzyl-9,12,16-trioxo-7,8,9,10,11,12,13,14,15,16-decahydro-6H-5-oxa-8,11,15-triaza-benzocyclotetradecen-2-yl]-amide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 1635 - 1638

3
[ 7304-32-7 ]
[ 35737-10-1 ]
[ 129397-83-7 ]
[ 389-08-2 ]
Fmoc-D-α-amino-4-(protected)-aminobutyric acid [ No CAS ]
1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid [(7S,10R)-10-(2-amino-ethyl)-7-benzyl-9,12,16-trioxo-7,8,9,10,11,12,13,14,15,16-decahydro-6H-5-oxa-8,11,15-triaza-benzocyclotetradecen-2-yl]-amide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 1635 - 1638

4
[ 201230-82-2 ]
[ 5406-18-8 ]
[ 129397-83-7 ]
[ 452282-75-6 ]
[ 766-97-2 ]
5-[2-(1-(S)-benzyl-2-hydroxy-ethylcarbamoyl)-ethyl]-7-methoxy-2-(4-methylphenyl)-benzo[b]furan-3-carboxylic acid 3-(4-methoxy-phenyl)-propyl ester [ No CAS ]