N-Boc-trans-4-Hydroxy-L-proline methyl ester

N-Boc-trans-4-Hydroxy-L-proline methyl ester Basic information

Product Name:	N-Boc-trans-4-Hydroxy-L-proline methyl ester
Synonyms:	N-T-BOC-TRANS-4-HYDROXY-L-PROLINE METHYL ESTER;N-(TERT-BUTOXYCARBONYL)-TRANS-HYDROXYL-L-PROLINE METHYL ESTER;N-ALPHA-T-BUTOXYCARBONYL-L-HYDROXYPROLINE METHYL ESTER;N-BOC-TRANS-4-HYDROXYL-L-PROLINE METHYL ESTER;N-BOC-TRANS-4-HYDROXY-L-PROLINE METHYL ESTER;N-BOC-4-HYDROXY-L-PROLINE METHYL ESTER;N-BOC-L-TRANS-4-HYDROXY-PROLINE METHYL ESTER;(2R,4R)-4-HYDROXY-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 2-METHYL ESTER
CAS:	74844-91-0
MF:	C11H19NO5
MW:	245.27
EINECS:	616-143-2
Product Categories:	Amino Acids and Derivatives;Hydroxyproline [Hyp];Unusual Amino Acids;Amino Acids 13C, 2H, 15N;Boc-Amino acid series;Amino Acids & Derivatives;Heterocycles;Peptide Synthesis;Proline Derivatives;Unnatural Amino Acid Derivatives;1
Mol File:	74844-91-0.mol

N-Boc-trans-4-Hydroxy-L-proline methyl ester Chemical Properties

Melting point	92-96 °C (lit.)
alpha	-65 º (c=1 CHCl3)
Boiling point	132°C/0.05mmHg(lit.)
density	1.216±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Soluble in chloroform, dichloromethane and ethyl acetate.
pka	14.27±0.40(Predicted)
form	Crystalline Powder
color	White to light beige
optical activity	[α]20/D -65°, c = 1% in chloroform
InChI	InChI=1S/C11H19NO5/c1-11(2,3)17-10(15)12-6-7(13)5-8(12)9(14)16-4/h7-8,13H,5-6H2,1-4H3/t7-,8+/m1/s1
InChIKey	MZMNEDXVUJLQAF-SFYZADRCSA-N
SMILES	N1(C(OC(C)(C)C)=O)C[C@H](O)C[C@H]1C(OC)=O
LogP	0.813 at 25℃
CAS DataBase Reference	74844-91-0(CAS DataBase Reference)

Safety Information

MSDS Information

Provider	Language
ACROS	English
SigmaAldrich	English

N-Boc-trans-4-Hydroxy-L-proline methyl ester Usage And Synthesis

Chemical Properties	Clear Colourless Oil
Uses	A potential iNOS inhibitor.
Uses	(2S,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylic Acid 1-tert-Butyl Ester 2-Methyl Ester roline scaffold.
Uses	It is used in the synthesis of For-Met-Leu-Phe-OMe (fMLF-OMe) analogues based on Met residue replacement by 4-amino-proline scaffold.

N-Boc-trans-4-Hydroxy-L-proline methyl ester Preparation Products And Raw materials

Raw materials	trans-4-Hydroxy-L-proline methyl ester hydrochloride-->(2S,4R)-1-tert-butyl 2-Methyl 4-((tert-butyldiMethylsilyl)oxy)-5-oxopyrrolidine-1,2-dicarboxylate-->Boc-Hyp-OH-->Trans-4-Hydroxy-L-proline Hydrochloride-->(S)-N-Boc-allylglycine-->TRANS-4-HYDROXY-L-PROLINE METHYL ESTER-->(TRIMETHYLSILYL)DIAZOMETHANE-->tert-butyl azidoformate-->L-Hydroxyproline
Preparation Products	BOC-4-OXO-PRO-OME-->2-PyrrolidineMethanol, 4-hydroxy-, hydrochloride (1:1), (2S,4R)--->(S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)quinoline-4-carboxamide-->1-Boc-(2S,4S)-2-cyano-4-fluoropyrrolidine-->N-BOC-cis-4-fluoro-L-proline-->(2S,4S)-1-tert-butyl 2-methyl 4-chloropyrrolidine-1,2-dicarboxylate-->(2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER

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