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(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid structure

CAS No.: 135042-12-5

Chemical Name:: (2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid

Synonyms: N-Boc-cis-D-Hyp-OH;BOC-D-CISHYP-OH;Boc-cis-D-Hyp-OH;cis-Boc-D-Hyp-OH;N-Boc-D-cis-Hyp-OH;ATTERCOP-CHM AT700573;Boc-cis-4-hydroxy-D-proL;BOC-CIS-4-HYDROXY-D-PROLINE;N-BOC-CIS-6-HYDROXY-D-PROLINE;N-BOC-CIS-4-HYDROXY-D-PROLINE

CBNumber:: CB4141253

Molecular Formula:: C10H17NO5

Molecular Weight:: 231.25

MDL Number:: MFCD02094407

MOL File:: 135042-12-5.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-08-25 20:17:46

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(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid Properties

Melting point	146-151 °C
Boiling point	390.9±42.0 °C(Predicted)
alpha	+48~+52°(c=0.67,MeOH,24℃)
Density	1.312
storage temp.	2-8°C
pka	3.80±0.40(Predicted)
form	powder to crystal
color	White to Light yellow
optical activity	[α]22/D +50.0°, c = 1 in methanol
Major Application	peptide synthesis
InChI	1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7-/m1/s1
InChIKey	BENKAPCDIOILGV-RNFRBKRXSA-N
SMILES	CC(C)(C)OC(=O)N1C[C@H](O)C[C@@H]1C(O)=O
FDA UNII	I467853HPL
UNSPSC Code	12352005
NACRES	NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H319

Precautionary statements

P305+P351+P338

Hazard Codes

Risk Statements

Safety Statements

WGK Germany

HazardClass

IRRITANT

HS Code

29339900

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2

NFPA 704

	1
0		0

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid price More Price(81)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	706574	N-Boc-cis-4-hydroxy-D-proline 97%	135042-12-5	1g	$74.5	2023-06-20	Buy
TCI Chemical	B5886	cis-N-(tert-Butoxycarbonyl)-4-hydroxy-D-proline	135042-12-5	1G	$23	2026-04-30	Buy
TCI Chemical	B5886	cis-N-(tert-Butoxycarbonyl)-4-hydroxy-D-proline	135042-12-5	5G	$69	2026-04-30	Buy
Usbiological	263617	N-Boc-cis-4-hydroxy-d-proline Asreported	135042-12-5	5g	$337	2026-06-03	Buy
Usbiological	263617	N-Boc-cis-4-hydroxy-d-proline Asreported	135042-12-5	10g	$468	2026-06-03	Buy

Product number	Packaging	Price	Buy
706574	1g	$74.5	Buy
B5886	1G	$23	Buy
B5886	5G	$69	Buy
263617	5g	$337	Buy
263617	10g	$468	Buy

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid Chemical Properties, Uses, Production

Chemical Properties

White solid

Uses

N-Boc-cis-4-hydroxy-D-proline can be used:

As a starting material in the synthesis of DNA mimicking pyrrolidine peptide nucleic acid (PNA) analog.
In the synthesis of biologically important macrocyclic dilactones.
As an intermediate in the synthesis of histamine H₃receptor antagonists.

Synthesis

24424-99-5

77449-94-6

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid

135042-12-5

(2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid hydrochloride (0.50 g, 3.0 mmol) was dissolved in 6 mL of THF/H2O (2:1) mixed solvent, followed by the addition of 10% NaOH aqueous solution (1.25 mL) for neutralization. Next, di-tert-butyl dicarbonate (0.95 g, 4.42 mmol) was added to the reaction system. The reaction mixture was stirred at room temperature overnight and then the THF was removed by rotary evaporator.The residue was adjusted to pH 2 with 10% aqueous KHSO4 solution and then extracted with ethyl acetate several times. The organic phases were combined, washed sequentially with water and saturated saline and dried over anhydrous Na2SO4. The solvent was concentrated under reduced pressure to give (2R,4R)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (542 mg, 78%) as a slurry, which was used directly in the next step of the reaction. [α]D25 = +15.3 (c 1.02, MeOH). IR (thin film method): νmax 3462, 2976, 2934, 1740, 1639 cm1. 1H NMR (400 MHz, CDCl3) δ 7.22 (br s, 1H), 5.11-5.09 (m, 2H), 4.94-4.93 (m, 1H) , 4.40 (s, 1H), 3.64-3.62 (m, 1H), 3.49-3.44 (m, 2H), 2.27-1.90 (s, 9H).13C NMR (100 MHz, CDCl3) δ 172.47, 151.74, 75.81, 67.15, 55.24, 52.27, 35.97, 25.63 ppm. HRMS (ESI): m/z [M + H]+ calcd for C10H18NO5 232.1185; found 232.1171.

IC 50

Non-cleavable Linker

References

[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 3, p. 681 - 694
[2] Journal of the American Chemical Society, 2013, vol. 135, # 11, p. 4333 - 4363
[3] Tetrahedron Asymmetry, 2015, vol. 26, # 20, p. 1156 - 1166
[4] Patent: TW2017/8221, 2017, A. Location in patent: Page/Page column 92; 93

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Di-tert-butyl dicarbonate cis-4-Hydroxy-D-proline cis-4-Hydroxy-D-proline hydrochloride Water Tetrahydrofuran

Sodium hydroxide

1of2

Preparation Products

Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid Suppliers

Global Suppliers ( 231)

Supplier	Tel	Email	Country	ProdList	Advantage
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
ITIC MEDCHEM(SUZHOU) CO.,LTD.	0512-68323967 18015559028	sales@iticmedchem.com	China	528	61
Alfa Aesar	400-6106006	saleschina@alfa-asia.com	China	30103	84
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
Wuhan Chemwish Technology Co., Ltd	86-027-67849912	sales@chemwish.com	China	35884	56
Jia Xing Isenchem Co.,Ltd	0573-85285100 18627885956	isenchem@163.com	China	9389	66
Accela ChemBio Co.,Ltd.	021-50795510 4000665055	marketing@accelachem.com	China	10972	64
Shanghai Longsheng chemical Co.,Ltd.	58099637 13585536065	sales@shlschem.com	China	9880	59
Shanghai Chiral Chemicals Inc.	021-37285021 13472570865	tym7xi@aliyun.com	China	299	64

Supplier	Advantage
J & K SCIENTIFIC LTD.	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	62
ITIC MEDCHEM(SUZHOU) CO.,LTD.	61
Alfa Aesar	84
Energy Chemical	61
Wuhan Chemwish Technology Co., Ltd	56
Jia Xing Isenchem Co.,Ltd	66
Accela ChemBio Co.,Ltd.	64
Shanghai Longsheng chemical Co.,Ltd.	59
Shanghai Chiral Chemicals Inc.	64

View Latest Price from (2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2022-01-26	N-Boc-cis-4-hydroxy-D-proline 135042-12-5		1KG	99.5%	100 tons	Honest Joy Holdings Limited
2021-07-13	(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid 135042-12-5	$10.00-15.00	1KG	99%+ HPLC		Zhuozhou Wenxi import and Export Co., Ltd
2021-07-10	(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid 135042-12-5	$10.00-15.00	1KG	99%+ HPLC		Zhuozhou Wenxi import and Export Co., Ltd

N-Boc-cis-4-hydroxy-D-proline
135042-12-5
$0.00
99.5%
Honest Joy Holdings Limited

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid
135042-12-5
$10.00-15.00
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid
135042-12-5
$10.00-15.00
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid Spectrum

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid(135042-12-5)¹HNMR

135042-12-5 ((2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid) Related Search:

4-Hydroxybenzoic acid Salicylic acid BOC-L-Proline 2,3,4-Trihydroxybenzoic acid trans-4-Hydroxy-D-proline

Ethyl 2-(Chlorosulfonyl)acetate 2'-Hydroxy-3-phenylpropiophenone Folic acid cis-4-Hydroxy-L-proline Buprofezin

Butyl acetate Cyhalofop-butyl tert-Butyl peroxyacetate Citric acid tert-Butanol

Butyl oleate L-Proline-(4-3H(n)) Oxalic acid

1of4

(2R,4R)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID BOC-(2R,4R)-(+)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID BOC-CIS-4-HYDROXY-D-PROLINE BOC-D-CISHYP-OH N-T-BOC-CIS-4-HYDROXY-D-PROLINE N-BOC-CIS-4-HYDROXY-D-PROLINE N-ALPHA-BUTOXYCARBONYL-CIS-4-HYDROXY-D-PROLINE N-BOC-CIS-6-HYDROXY-D-PROLINE (2r,4r)-n-boc-4-hydroxypyrrolidine-2-carboxylic acid (2R,4R)-N-BOC-4-HYDROXY-D-PROLINE (2R,4R)-1-tert-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid (2R,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (2R,4R)-N-Boc-4-hydroxy-2-pyrrolidinecarboxylic acid ATTERCOP-CHM AT700573 (4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-D-proline 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R-cis)- Boc-cis-D-Hyp-OH cis-Boc-D-Hyp-OH N-Boc-D-cis-Hyp-OH 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R,4R)- (Tert-Butoxy)Carbonyl cis-D-Hyp-OH cis-N-Boc-4-hydroxy-D-proline N-Boc-cis-4-hydroxy-D-proline 95+% (2R,4R)N-Boc-trans-4-hydroxy-D-proline (2R,4R)-N-Boc-cis-4-hydroxy-D-proline cis-N-(tert-Butoxycarbonyl)-4-hydroxy-D-proline Boc-cis-4-hydroxy-D-proL (2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid USP/EP/BP N-α-(t-Butoxycarbonyl)-cis-4-hydroxy-D-proline 1-(1,1-Dimethylethyl) (2R,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate N-Boc-cis-4-hydroxy-D-proline N-Boc-cis-4-hydroxy-D-proline, 97% (2R,4R)-1-BOC-4-Hydroxy-pyrrolidine-2-carboxylic acid N-Boc-cis-D-Hyp-OH 135042-12-5 C10H17NO7