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N-Benzyloxycarbonyl-D-proline

N-Benzyloxycarbonyl-D-proline structure

CAS No.: 6404-31-5

Chemical Name:: N-Benzyloxycarbonyl-D-proline

Synonyms: Z-D-PRO-OH;N-CARBOBENZOXY-D-PROLINE;(R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid;D-Z-PRO;Z-D-Pro;Cbz-D-Pro;Z-D-Pro-0H;PROLINA-Z-D;Z-D-PROLINE;CBZ-D-PRO-OH

CBNumber:: CB6295385

Molecular Formula:: C13H15NO4

Molecular Weight:: 249.26

MDL Number:: MFCD00063228

MOL File:: 6404-31-5.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-05-28 01:55:35

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N-Benzyloxycarbonyl-D-proline Properties

Melting point	76-78 °C(lit.)
alpha	40 º (c=2, EtOH)
Boiling point	432.3±45.0 °C(Predicted)
Density	1.309±0.06 g/cm3(Predicted)
refractive index	40 ° (C=2, EtOH)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
pka	3.99±0.20(Predicted)
form	Crystalline Powder or Powder
color	White
optical activity	[α]25/D +40.2°, c = 2 in ethanol
BRN	485188
InChI	InChI=1S/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/t11-/m1/s1
InChIKey	JXGVXCZADZNAMJ-LLVKDONJSA-N
SMILES	N1(C(OCC2=CC=CC=C2)=O)CCC[C@@H]1C(O)=O
CAS DataBase Reference	6404-31-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H335-H319-H302-H315-H332

Precautionary statements

P264-P280-P305+P351+P338-P337+P313P-P261-P271-P304+P340-P312-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501

Hazard Codes

Safety Statements

24/25

WGK Germany

HS Code

29339900

REACH Registrations

Active

NFPA 704

	1
1		0

N-Benzyloxycarbonyl-D-proline price More Price(74)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	860735	(+)-Z-D-proline 98%	6404-31-5	500MG	$63.9	2023-01-07	Buy
TCI Chemical	C1730	N-Carbobenzoxy-D-proline >98.0%(HPLC)(T)	6404-31-5	5g	$36	2026-04-30	Buy
TCI Chemical	C1730	N-Carbobenzoxy-D-proline >98.0%(HPLC)(T)	6404-31-5	25g	$103	2026-04-30	Buy
Usbiological	457366	N-(Benzyloxycarbonyl)-D-proline	6404-31-5	1g	$403	2026-06-03	Buy
Usbiological	457366	N-(Benzyloxycarbonyl)-D-proline	6404-31-5	10g	$531	2026-06-03	Buy

Product number	Packaging	Price	Buy
860735	500MG	$63.9	Buy
C1730	5g	$36	Buy
C1730	25g	$103	Buy
457366	1g	$403	Buy
457366	10g	$531	Buy

N-Benzyloxycarbonyl-D-proline Chemical Properties, Uses, Production

Chemical Properties

White crystalline powder or powder

Uses

N-(Benzyloxycarbonyl)-D-proline is an an N-Cbz-protected form of D-proline (P755990). It is used to prepare trichostatin A and trapoxin B analogs as histone deacetylase inhibitors. It is also used to prepare potent and selective nonpeptide inhibitors of caspases 3 and 7.

Synthesis

501-53-1

344-25-2

6404-31-5

Step-1: Preparation of (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (12a). To a stirred solution of D-proline (1.2 g, 10.42 mmol) in 2 N NaOH aqueous solution (20.85 mL, 41.7 mmol), benzyl chloroformate (1.488 mL, 10.42 mmol) was slowly added dropwise at 0°C. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction mixture was washed with methyl tert-butyl ether (MTBE, 2 × 25 mL) and then acidified with concentrated hydrochloric acid to pH ≈ 2. The aqueous phase was extracted with ethyl acetate (2 × 200 mL), and the organic phases were combined and washed sequentially with water (50 mL) and saturated saline (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (12a) (2.41 g, 9.67 mmol) as a white solid in 93% yield. The product was characterized by 1H NMR (300 MHz, DMSO-d6) and mass spectrometry (MS): 1H NMR δ 12.66 (s, 1H), 7.42-7.25 (m, 5H), 5.14-4.97 (m, 2H), 4.20 (ddd, J = 22.7, 8.8, 3.5 Hz, 1H), 3.50-3.25 (m, 2H), 2.32-2.08 (m, 1H), 1.97-1.75 (m, 3H); MS (ES+) m/z 250.2 ([M+H]+), 272.2 ([M+Na]+), (ES-) m/z 248.2 ([M-H]-), 284.2 ([M+Cl]-), 497.4 ([2M-H]-).

References

[1] Patent: WO2015/62486, 2015, A1. Location in patent: Paragraph 00191
[2] Patent: WO2017/59178, 2017, A1. Location in patent: Page/Page column 73
[3] Journal of Pharmaceutical Sciences, 1991, vol. 80, # 9, p. 837 - 842
[4] Angewandte Chemie - International Edition, 2006, vol. 45, # 28, p. 4593 - 4597
[5] European Journal of Medicinal Chemistry, 2009, vol. 44, # 7, p. 2807 - 2814

N-Benzyloxycarbonyl-D-proline Preparation Products And Raw materials

Raw materials

Benzyl chloroformate D-Valine D-Proline Sodium hydroxide

Preparation Products

(R)-5-Bromo-3-[(1-methyl-2-pyrrolidinyl)methyl]-1H-indole (2R)-N-Methyl-2-PyrrolidinecarboxaMide

N-Benzyloxycarbonyl-D-proline Suppliers

Global Suppliers ( 432)

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Hobor Chemical Co., Ltd	13918007836	sales@hoborchem.com	China	423	60
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	4006356688 18621169109	market03@meryer.com	China	40202	62
future industrial shanghai co., ltd	400-0066400 13621662912	sales@jonln.com	China	1989	65
Alfa Aesar	400-6106006	saleschina@alfa-asia.com	China	30103	84
TCI (Shanghai) Development Co., Ltd.	021-67121386	Sales-CN@TCIchemicals.com	China	24512	81
ShangHai DEMO Chemical Co.,Ltd	400-021-7337 2355568890	sales@demochem.com	China	2569	57
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
GL Biochem (Shanghai) Ltd	21-61263452 13641803416	ymbetter@glbiochem.com	China	9981	64
Capot Chemical Co., Ltd	+86 (0) 571 85 58 67 18		China	18187	66

Supplier	Advantage
Shanghai Hobor Chemical Co., Ltd	60
J & K SCIENTIFIC LTD.	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	62
future industrial shanghai co., ltd	65
Alfa Aesar	84
TCI (Shanghai) Development Co., Ltd.	81
ShangHai DEMO Chemical Co.,Ltd	57
Energy Chemical	61
GL Biochem (Shanghai) Ltd	64
Capot Chemical Co., Ltd	66

View Latest Price from N-Benzyloxycarbonyl-D-proline manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-09-18	N-Benzyloxycarbonyl-D-proline 6404-31-5		1KG	98%min	500kgs	WUHAN FORTUNA CHEMICAL CO., LTD
2021-07-13	Z-D-Proline 6404-31-5	$10.00-15.00	1KG	99%+ HPLC		Zhuozhou Wenxi import and Export Co., Ltd
2021-07-09	Z-D-Proline 6404-31-5	$10.00-15.00	1KG	99%+ HPLC		Zhuozhou Wenxi import and Export Co., Ltd

N-Benzyloxycarbonyl-D-proline
6404-31-5
$0.00
98%min
WUHAN FORTUNA CHEMICAL CO., LTD

Z-D-Proline
6404-31-5
$10.00-15.00
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

Z-D-Proline
6404-31-5
$10.00-15.00
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

N-Benzyloxycarbonyl-D-proline Spectrum

N-Benzyloxycarbonyl-D-proline(6404-31-5)¹HNMR N-Benzyloxycarbonyl-D-proline(6404-31-5)Raman N-Benzyloxycarbonyl-D-proline(6404-31-5)IR

6404-31-5 (N-Benzyloxycarbonyl-D-proline) Related Search:

Ethyl 2-(Chlorosulfonyl)acetate Hyaluronic acid Trimethoprim L-Proline Folic acid

cis-4-Hydroxy-L-proline D-Proline Pyrrolidine N-Carbobenzyloxyglycine Z-D-Pyr-Osu

Z-D-Pro-ONp Pyrazophos L-Proline-(4-3H(n)) Z-D-Pro-NH2 Z-gamma-Abu-OH

Z-D-Pyr-OH Z-D-Phe-ONp N-Cbz-D-Phenylalanine

1of4

Cbz-D-Pro PROLINA-Z-D 1,2-PYRROLIDINEDICARBOXYLIC ACID, 1-(PHENYLMETHYL)ESTER, (2R)- 1,2-PYRROLIDINEDICARBOXYLIC ACID, 1-(PHENYLMETHYL) ESTER, (R)- 1-[(BENZYLOXY)CARBONYL]PYRROLIDINE-2-CARBOXYLIC ACID (R)-Z-pyrrolidine-2-carboxylic acid Z-D-proline≥ 98% (HPLC) BENZYLOXYCARBONYL-D-PROLINE D-Z-PRO (+)-CARBOBENZYLOXY-D-PROLINE (+)-Carbobenzyloxy-P-proline N-Benzyloxycarbonyl-D-proline ,99% Benzyloxycarbonyl-D-proline (Z-D-pro-OH) N-Cbz-D-proline Z-D-Pro-OH Z-D-Pro N-benzyloxycarbonyl-D-proline (KSM-I) CBZ-D-PROLINE CBZ-D-PRO-OH (R)-N-BENZYLOXYCARBONYLPROLINE N-ALPHA-CBZ-D-PROLINE N-ALPHA-BENZYLOXYCARBONYL-D-PROLINE N-ALPHA-CARBOBENZOXY-D-PYRROLIDINE-2-CARBOXYLIC ACID N-ALPHA-CARBOBENZOXY-D-PROLINE N-CBZ-D-PROLINE N-BENZYLOXYCARBONYLAMINO-D-PROLINE N-BENZYLOXYCARBONYL-D-PROLINE N-Z-D-PROLINE Z-D-PROLINE Z-D-PYRD(2)-OH 1-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylate N-CBZ-D-PROLINE CRYSTALLINE N-Cbz-D-proline,98+% N-CBZ-D-PRO-OH N-CARBOBENZYLOXY-D-PROLINE N-Benzyloxycarbonyl-D-proline, 98+% Z-D-PROLINE extrapure (+)-Z-D-proline (2R)-1-(Benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (2R)-1,2-Pyrrolidinedicarboxylic acid 1-benzyl ester 1-(Benzyloxycarbonyl)-D-proline N-Carbobenzoxy-D-proline > N-Cbz-D-ProL N-Benzyloxycarbonyl-D-proline [CBZ-D-Proline] N-Benzyloxycarbonyl-D-proline USP/EP/BP N-Cbz-D-proline, 98% [Z-D-Pro-OH] D-Cbz-Proline N-Benzyloxycarbonyl-D-proline, 95% Z-D-Pro-0H (R)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid N-CARBOBENZOXY-D-PROLINE Z-D-PRO-OH 6404-31-5 6404-31- 1144-21-2 Peptide Synthesis Specialty Synthesis Protected & Labeled Amino Acids Cbz-Amino Acids