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(S)-N-Boc-3-Bromophenylalanine

(S)-N-Boc-3-Bromophenylalanine structure

CAS No.: 82278-73-7

Chemical Name:: (S)-N-Boc-3-Bromophenylalanine

Synonyms: (S)-3-(3-broMophenyl)-2-((tert-butoxycarbonyl)aMino)propanoic acid;BOC-L-3-BROMOPHE;BOC-PHE(3-BR)-OH;Boc-L-3-Br-Phe-OH;BOC-S-PHE(3-BR)-OH;RRSYY(Avadomide)-4;Lifitegrast Impurity 37;Lifitegrast Impurity 56;BOC-L-3-BROMOPHENYLALANINE;BOC-3-BROMO-L-PHENYLALANINE

CBNumber:: CB5200735

Molecular Formula:: C14H18BrNO4

Molecular Weight:: 344.2

MDL Number:: MFCD01317710

MOL File:: 82278-73-7.mol

MSDS File:: SDS

Last updated:2025-10-14 17:28:43

Product description	Number	Pack Size	Price
(S)-N-Boc-3-Bromophenylalanine	B201038	50mg	$60
N-Boc-3-bromo-L-phenylalanine 95+% ee	AS29169	1g	$89
Boc-3-bromo-L-phenylalanine ≥ 98%	15104	1G	$40
Boc-L-3-Bromophenylalanine	Q519	1g	$44
Boc-3-bromo-L-phenylalanine 98%	041854	1g	$47
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(S)-N-Boc-3-Bromophenylalanine Properties

Melting point	106.1°C
Boiling point	475.3±40.0 °C(Predicted)
Density	1.5311 (rough estimate)
refractive index	1.6500 (estimate)
storage temp.	Sealed in dry,Room Temperature
pka	3.81±0.10(Predicted)
form	Solid
color	White to off-white
optical activity	Consistent with structure
Water Solubility	Slightly soluble in water.
InChI	InChI=1S/C14H18BrNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-5-4-6-10(15)7-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
InChIKey	FBUDYESOPLBQIR-NSHDSACASA-N
SMILES	C(O)(=O)[C@H](CC1=CC=CC(Br)=C1)NC(OC(C)(C)C)=O
CAS DataBase Reference	82278-73-7(CAS DataBase Reference)
FDA UNII	VYL82Z3H4B

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501

HazardClass

IRRITANT

HS Code

2922498590

NFPA 704

	1
0		0

(S)-N-Boc-3-Bromophenylalanine price More Price(29)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TRC	B201038	(S)-N-Boc-3-Bromophenylalanine	82278-73-7	50mg	$60	2021-12-16	Buy
Activate Scientific	AS29169	N-Boc-3-bromo-L-phenylalanine 95+% ee	82278-73-7	1g	$89	2021-12-16	Buy
Chem-Impex	15104	Boc-3-bromo-L-phenylalanine ≥ 98%	82278-73-7	1G	$40	2021-12-16	Buy
AK Scientific	Q519	Boc-L-3-Bromophenylalanine	82278-73-7	1g	$44	2021-12-16	Buy
Matrix Scientific	041854	Boc-3-bromo-L-phenylalanine 98%	82278-73-7	1g	$47	2021-12-16	Buy

Product number	Packaging	Price	Buy
B201038	50mg	$60	Buy
AS29169	1g	$89	Buy
15104	1G	$40	Buy
Q519	1g	$44	Buy
041854	1g	$47	Buy

(S)-N-Boc-3-Bromophenylalanine Chemical Properties,Uses,Production

Chemical Properties

off-white powder

Uses

N-Boc-3-bromo-L-phenylalanine is used as pharmaceutical intermediate.

Synthesis

24424-99-5

82311-69-1

82278-73-7

The general procedure for the synthesis of (S)-3-(3-bromophenyl)-2-((tert-butoxycarbonyl)amino)propionic acid from di-tert-butyl dicarbonate and (S)-2-amino-3-(3-bromophenyl)propionic acid was as follows: first, the reaction was carried out using sodium bicarbonate (3 eq.) and di-tert-butyl dicarbonate (Boc2O, 1.1 eq.) on the (S)-2-amino-3-(3-bromophenyl)propionic acid in a mixed solvent of dioxane and water. -(3-bromophenyl)propionic acid by tert-butoxycarbonyl (Boc) protection reaction to afford the Boc-protected intermediate 7 in 98% yield.Subsequently, the reaction was carried out in dimethylsulfoxide (DMSO) with cuprous iodide (0.4 eq.), cesium carbonate (0.5 eq.), L-proline (0.8 eq.), and sodium salt of methanesulfinic acid (3.9 eq.) as catalysts at 95-100 °C for 9 hours, during which two additional additions of cuprous iodide (0.2 eq.) and L-proline (0.4 eq.) were made, converting the brominated intermediate 7 to the methylsulfoxide-functionalized product 8 in 96% yield. Next, the carboxylic acid group of compound 8 was esterified to a benzyl ester using benzyl alcohol (1.1 eq.), 4-dimethylaminopyridine (DMAP, 0.1 eq.) and N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC, 1.0 eq.) to give compound 9 in 99% yield. Finally, a Boc deprotection reaction of the amino group was carried out by adding a dioxane solution of 4N HCl to a dichloromethane solution of compound 9 at 0 °C to give the target product 10 in the form of the HCl salt of the free amino group in 94% yield.

References

[1] ACS Medicinal Chemistry Letters, 2012, vol. 3, # 3, p. 203 - 206
[2] Patent: WO2014/18748, 2014, A1. Location in patent: Paragraph 00120; 00121; 00122; 00123; 00124; 00125
[3] Catalysis Science and Technology, 2016, vol. 6, # 12, p. 4086 - 4089
[4] Patent: WO2009/102876, 2009, A1. Location in patent: Page/Page column 56

(S)-N-Boc-3-Bromophenylalanine synthesis

Synthesis of (S)-N-Boc-3-Bromophenylalanine from Di-tert-butyl dicarbonate and 3-Bromo-L-phenylalanine

(S)-N-Boc-3-Bromophenylalanine Preparation Products And Raw materials

Raw materials

3-Bromo-L-phenylalanine Benzenepropanamide, α-amino-3-bromo-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl- Di-tert-butyl dicarbonate 1,4-Dioxane Water

Sodium bicarbonate

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Preparation Products

L-Phenylalanine, N-[(5,7-dichloro-1,2,3,4-tetrahydro-6-isoquinolinyl)carbonyl]-3-(methylsulfonyl)-, phenylmethyl ester, hydrochloride (1:1) benzyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate L-Phenylalanine,N-[(1,1-dimethylethoxy)carbonyl]-3-(methylsulfonyl)-, phenylmethyl ester N-Boc-3-bromo-L-phenylalanine ethyl ester

(S)-N-Boc-3-Bromophenylalanine Suppliers

Global( 197)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Suzhou Yangen Biotech Co.Ltd	+8615051547453	christina@yangenbiotech.com	China	230	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718; +8613336195806	sales@capot.com	China	29735	60
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29831	58
Jinan Carbotang Biotech Co.,Ltd.	+8615866703830	figo.gao@foxmail.com	China	8497	58
Accela ChemBio Inc.	+1-858-6993322	info@accelachem.com	United States	21193	58
Chengdu Pukang Biotechnology Co., Ltd	028-82550498	export@pu-kang.com	CHINA	210	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19552	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63687	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49977	58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.	+86-021-61551413 +8618813727289	contact@trustwe.com	China	5742	58

Supplier	Advantage
Suzhou Yangen Biotech Co.Ltd	58
Capot Chemical Co.,Ltd.	60
career henan chemical co	58
Jinan Carbotang Biotech Co.,Ltd.	58
Accela ChemBio Inc.	58
Chengdu Pukang Biotechnology Co., Ltd	58
BOC Sciences	58
Alchem Pharmtech,Inc.	58
CONIER CHEM AND PHARMA LIMITED	58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.	58

View Lastest Price from (S)-N-Boc-3-Bromophenylalanine manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2019-07-06	(S)-N-Boc-3-Bromophenylalanine 82278-73-7	US $100.00 / KG	1KG	99%	Customized	Career Henan Chemical Co
	2019-07-06	BOC-3,5-DIIODO-D-TYROSINE 82278-73-7	US $20.00 / KG	10KG	99%	100kg	Career Henan Chemical Co

(S)-N-Boc-3-Bromophenylalanine
82278-73-7
US $100.00 / KG
99%
Career Henan Chemical Co

BOC-3,5-DIIODO-D-TYROSINE
82278-73-7
US $20.00 / KG
99%
Career Henan Chemical Co

(S)-N-Boc-3-Bromophenylalanine Spectrum

(S)-N-Boc-3-Bromophenylalanine(82278-73-7)¹HNMR

82278-73-7((S)-N-Boc-3-Bromophenylalanine)Related Search:

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Bromoxynil octanoate 1,4-Dibromobenzene 1,2-Dibromobenzene Bromoxynil 4-Bromobenzaldehyde

N-(tert-Butoxycarbonyl)-L-phenylalanine D-Phenylalanine EC 2.6.1.2 D-Alanine L-Phenylalanine

DI-TERT-BUTYL ETHER 1-Bromo-4-nitrobenzene Boc-(S)-4-Bromophenylalanine

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BOC-L-3-BROMOPHE BOC-L-3-BROMOPHENYLALANINE BOC-3-BROMO-L-PHENYLALANINE BOC-S-PHE(3-BR)-OH BOC-PHE(3-BR)-OH (S)-3-(3-BROMO-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID (S)-N-BOC-3-BROMOPHENYLALANINE (S)-N-ALPHA-T-BUTYLOXYCARBONYL-3-BROMO-PHENYLALANINE N-ALPHA-T-BUTOXYCARBONYL-3-BROMO-L-PHENYLALANINE N-TERT-BUTOXYCARBONYL-3-BROMOPHENYL-L-ALANINE 3-Bromo-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine N-TERT-BUTOXYCARBONYL-L-3-BROMO PHENYLALANINE BOC-L-3-BROMOPHENYLALANINE 98% (S)-N-BOC-3-Bromophenylalanine, 98% ee, 95% (S)-N-BOC-3-Bromophenylalanine,95%,98% ee (S)-N-BOC-3-BromophenylalanineN-tert-Butoxycarbonyl-3-bromophenyl-L-alanine Boc-L-3-Br-Phe-OH L-Phenylalanine,3-broMo-N-[(1,1-diMethylethoxy)carbonyl]- N-Boc-3-broMo-L-phenylalanine, 95% Boc-L-3-Br-Phe-OH Boc-3-BroMo-L-Phenylalanine (R)-3-(3-broMophenyl)-2-(tert-butoxycarbonylaMino)propanoic acid (S)-3-(3-broMophenyl)-2-((tert-butoxycarbonyl)aMino)propanoic acid (Tert-Butoxy)Carbonyl Phe(3-Br)-OH (2S)-3-(3-Bromophenyl)-2-(tert-butoxycarbonylamino)propionic acid N-Boc-3-bromo-L-phenylalanine,95% (S)-N-Boc-3-Bromophenylalanine USP/EP/BP N-α-(t-Butoxycarbonyl)-3-bromo-L-phenylalanine Lifitegrast Impurity 37 RRSYY(Avadomide)-4 (S) -3- (3-bromophenyl) -2- ((Tert-Butyloxycarbonyl ) amino) propionic acid Lifitegrast Impurity 56 N-Boc-3-bromo-L-phenylalanine N-tert-butoxycarbonyl-3-bromo-L-phenylalanine 82278-73-7 C14H17BrNO4 Phenylalanine analogs and other aromatic alpha amino acids Amino Acids