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N-Boc-D-proline

CAS No.
37784-17-1
Chemical Name:
N-Boc-D-proline
Synonyms
BOC-D-PRO-OH;BOC-D-PRO;N-(TERT-BUTOXYCARBONYL)-D-PROLINE;N-Boc-D-proline;BOC-D-PROLINE;N-Boc-D-proL;BOC-D-PROLINE-OH;BOC-D-PYRD(2)-OH;N-T-BOC-D-PROLINE;BOC-D-Proline,98%
CBNumber:
CB6404051
Molecular Formula:
C10H17NO4
Molecular Weight:
215.25
MDL Number:
MFCD00063226
MOL File:
37784-17-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:08:36

N-Boc-D-proline Properties

Melting point 134-137 °C (lit.)
alpha 60 º (c=2, acetic acid)
Boiling point 355.52°C (rough estimate)
Density 1.1835 (rough estimate)
refractive index 60 ° (C=2, AcOH)
storage temp. 2-8°C
solubility almost transparency in Acetic acid
pka 4.01±0.20(Predicted)
form Crystalline Powder or Crystals
color White to off-white
optical activity [α]22/D +60°, c = 2 in acetic acid
BRN 479316
Major Application peptide synthesis
InChI InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m1/s1
InChIKey ZQEBQGAAWMOMAI-SSDOTTSWSA-N
SMILES N1(C(OC(C)(C)C)=O)CCC[C@@H]1C(O)=O
CAS DataBase Reference 37784-17-1(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
Safety Statements  24/25
WGK Germany  3
HS Code  2933 99 80
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

N-Boc-D-proline price More Price(103)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 483818 N-Boc-D-proline 99% 37784-17-1 1g $33.7 2026-04-30 Buy
Sigma-Aldrich 8.53095 Boc-D-Pro-OH Novabiochem? 37784-17-1 25g $671 2026-04-30 Buy
Sigma-Aldrich 483818 N-Boc-D-proline 99% 37784-17-1 5g $140 2026-04-30 Buy
TCI Chemical B2977 N-(tert-Butoxycarbonyl)-D-proline >98.0%(HPLC)(T) 37784-17-1 5g $33 2026-04-30 Buy
TCI Chemical B2977 N-(tert-Butoxycarbonyl)-D-proline >98.0%(HPLC)(T) 37784-17-1 25g $69 2026-04-30 Buy
Product number Packaging Price Buy
483818 1g $33.7 Buy
8.53095 25g $671 Buy
483818 5g $140 Buy
B2977 5g $33 Buy
B2977 25g $69 Buy

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

Chemical Properties

White to off-white microcrystalline powder

Uses

tert-Butoxycarbonyl-D-proline is Boc protected 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.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

D-Proline

344-25-2

N-Boc-D-proline

37784-17-1

Step-1: Synthesis of N-tert-butoxycarbonyl-(D)-proline: To a stirred solution of D-proline (100 g, 868.58 mmol) in dioxane (400 mL, 8 vol.) was added NaHCO3 (182.4 g, 2.5 equiv.) and water (800 mL, 8 vol.) and the reaction mixture was stirred for about 30 min at room temperature. The reaction mixture was cooled to 0-5 °C, di-tert-butyl dicarbonate (Boc2O) (224.26 g, 1.2 eq.) was slowly added and stirring was continued at 0-5 °C for 1 hour. Subsequently, the reaction mixture was gradually warmed to room temperature and stirred overnight (12-16 h). The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the dioxane solvent was removed by evaporation under reduced pressure. The aqueous layer was acidified to pH 2-3 with 4N HCl solution at 0-5 °C. The aqueous layer was extracted with ethyl acetate (4 x 200 mL), the organic layers were combined, washed with water and dried with anhydrous Na2SO4. The organic layer was concentrated under reduced pressure to give a white solid product. The white solid was added to heptane (200 mL) and stirred at room temperature for 2 hours. The solid was collected by filtration and dried under vacuum at 45-50 °C to give the target compound (wt: 125 g, yield: 90-95%).1H NMR (300 MHz, CDCl3): δ 9.20 (br, 1H), 4.34 (t, 1H), 3.54-3.13 (m, 2H), 2.31-2.25 (m, 1H), 2.09- 1.88 (m, 3H), 1.48-1.42 (b, 9H); MS: [M + Na]+ 238 (100%).

References

[1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 8, p. 3455 - 3461
[2] Patent: WO2014/105926, 2014, A1. Location in patent: Paragraph 0264
[3] Synthetic Communications, 2009, vol. 39, # 18, p. 3243 - 3253
[4] Journal of Medicinal Chemistry, 1998, vol. 41, # 3, p. 284 - 290
[5] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 20, p. 2691 - 2696

24424-99-5
344-25-2
37784-17-1
Synthesis of N-Boc-D-proline from Di-tert-butyl dicarbonate and D-Proline
Global Suppliers ( 500)
Supplier Tel Email Country ProdList Advantage
Shanghai YuLue Chemical Co., Ltd. 021-60345187 13671753212 lzz841106@aliyun.com China 10244 55
Shanghai Hobor Chemical Co., Ltd 13918007836 sales@hoborchem.com China 423 60
Anhui Dexinjia Biopharm Co., Ltd 0531-82375893 15553111391 phoebe@jndxj.com China 285 58
Shanghai Chiral Chemicals Inc. 021-37285021 13472570865 tym7xi@aliyun.com China 299 64
Organic Bio-Tech (Suzhou) Co.,Ltd 18061997750 info@organic-Biotechnology.com China 192 58
Shanxi Nuocheng Biotechnology Co., Ltd 17835231871 572710841@qq.com China 7931 58
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
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TAIYUAN RHF CO.,LTD. +86 351 7031519 sales@RHFChem.com China 2334 56

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Boc-D-Pro-OH pictures 2026-09-16 Boc-D-Pro-OH
37784-17-1
1kg 98% 10 Sichuan HongRi Pharma-Tech Co.,Ltd
N-Boc-D-proline pictures 2026-09-16 N-Boc-D-proline
37784-17-1
1KG 98%min 500kgs WUHAN FORTUNA CHEMICAL CO., LTD
N-Boc-D-proline pictures 2026-07-30 N-Boc-D-proline
37784-17-1
$200.00 1KG 98% 20TONS Anhui Dexinjia Biopharm Co., Ltd

N-Boc-D-proline Spectrum

(R)-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER T-BUTYLOXYCARBONYL-D-PROLINE N-ALPHA-TERT-BUTYLOXYCARBONYL-D-PROLINE N-ALPHA-T-BUTYLOXYCARBONYL-D-PROLINE N-ALPHA-T-BUTYLOXYCARBONYL-D-PYRROLIDINE-2-CARBOXYLIC ACID N-ALPHA-T-BOC-D-PROLINE BOC-(R)-PYRROLIDINE-5-CARBOXYLIC ACID BOC-D-PROLINE BOC-D-PYRD(2)-OH BOC-D-PROLINE-OH (R)-Boc-pyrrolidine-2-carboxylic acid Boc-D-proline≥ 99% (HPLC) N-Boc-D-proline,99%e.e. (Tert-Butoxy)Carbonyl D-Pro-OH N-Boc-D-proline 97% 1,2-Pyrrolidinedicarboxylicacid, 1-(1,1-dimethylethyl) ester, (2R)- N-tert-Boc-D-Proline N-(TERT-BUTYLOXYCARBONYL)-D-PROLINE N-(TERT-BUTOXYCARBONYL)-D-PROLIN N-T-BOC-D-PROLINE N-BOC-D-PROLINE-OH BOC-D-Proline,98% (R)-1-tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acid (2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid Boc-D-Pro-OH Boc-D-Proline N-Boc-D-proline, 98+% BOC-D-PROLINE extrapure N-(tert-Butoxycarbonyl)-D-proline ,99% N-Boc-D-proline ,99% N-Boc-D-proline Boc-D-Pro-OH N-(tert-Butoxycarbonyl)-D-proline > N-Boc-D-proL N-Boc-D-proline USP/EP/BP (2R)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid N-Boc-D-proline N-Boc-D-proline N-Boc-D-proline, 95% BOC-D-PRO BOC-D-PRO-OH N-(TERT-BUTOXYCARBONYL)-D-PROLINE 37784-17-1 377841-17-1 37784-14-1 Peptide Synthesis Specialty Synthesis Amino Acid Derivatives Amino Acids (N-Protected) Biochemistry Boc-Amino Acids Boc-Amino acid series Proline [Pro, P] Boc-Amino Acids and Derivative Pyrrole&Pyrrolidine&Pyrroline Amino Acids Protected Amino Acids