N-Boc-D-proline

Product Name: N-Boc-D-proline
CAS No.: 37784-17-1
Chemical Name: N-Boc-D-proline
Synonyms: BOC-D-PRO-OH;N-Boc-D-proline;BOC-D-PRO;BOC-D-PROLINE;N-Boc-D-proL;BOC-D-PYRD(2)-OH;BOC-D-PROLINE-OH;N-T-BOC-D-PROLINE;BOC-D-Proline,98%;N-BOC-D-PROLINE-OH
CBNumber: CB6404051
Molecular Formula: C10H17NO4
Formula Weight: 215.25
MOL File: 37784-17-1.mol

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N-Boc-D-proline Property

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
form: Crystalline Powder or Crystals
pka: 4.01±0.20(Predicted)
color: White to off-white
optical activity: [α]22/D +60°, c = 2 in acetic acid
BRN: 479316
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)

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Safety

Safety Statements: 24/25
WGK Germany: 3
HS Code: 2933 99 80

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 483818
Product name: N-Boc-D-proline
Purity: 99%
Packaging: 1g
Price: $29.26
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.53095
Product name: Boc-D-Pro-OH
Purity: Novabiochem?
Packaging: 25g
Price: $630
Updated: 2025/07/31

Sigma-Aldrich

Product number: 483818
Product name: N-Boc-D-proline
Purity: 99%
Packaging: 5g
Price: $131
Updated: 2025/07/31

TCI Chemical

Product number: B2977
Product name: N-(tert-Butoxycarbonyl)-D-proline
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $33
Updated: 2025/07/31

TCI Chemical

Product number: B2977
Product name: N-(tert-Butoxycarbonyl)-D-proline
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $68
Updated: 2025/07/31

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N-Boc-D-proline Chemical Properties,Usage,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

24424-99-5

344-25-2

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

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

Raw materials

D-Proline Acetone Di-tert-butyl dicarbonate Triethylamine Ethyl acetate Sodium bicarbonate Potassium bisulfate

Preparation Products

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N-Boc-D-proline Suppliers

Americas 1 Belgium 2 Canada 2 China 354 Europe 3 France 1 Germany 7 India 28 Japan 8 South Korea 1 Switzerland 5 United Kingdom 20 United States 62 Global 494

Shanghai YuLue Chemical Co., Ltd.

Tel: 021-60345187 13671753212
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Shanghai Hobor Chemical Co., Ltd

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Anhui Dexinjia Biopharm Co., Ltd

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J & K SCIENTIFIC LTD.

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Alfa Aesar

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TAIYUAN RHF CO.,LTD.

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TCI (Shanghai) Development Co., Ltd.

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Energy Chemical

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

WUHAN FORTUNA CHEMICAL CO., LTD

Product: N-Boc-D-proline 37784-17-1
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 98%min
Supply Ability: 500kgs
Release date: 2021-08-27

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: Boc-D-Pro-OH 37784-17-1
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 10
Release date: 2023-11-21

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: N-Boc-D-proline 37784-17-1
Price: US $62.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000kg/week
Release date: 2024-05-24

37784-17-1, N-Boc-D-prolineRelated Search:

D-Proline L-Proline cis-4-Hydroxy-L-proline L-PROLINE-(4-3H(N)) N-Carbobenzyloxyglycine DI-TERT-BUTYL ETHER N-Boc-cis-4-Fmoc-Amino-L-proline BOC-D-PROLINE METHYL ESTER,N-BOC-D-PROLINE METHYL ESTER,BOC-D-PROLINE METHYLESTER LIQUID BOC-OIC-OH BOC-PYR-OH BOC-L-PROLINE N-HYDROXYSUCCINIMIDE ESTER,BOC-L-PROLINE HYDROXYSUCCINIMIDE ESTER,BOC-L-PROLINE HYDROXYSUCCINIMIDESTER,N-Boc-L-Proline succinimidyl ester N-Boc-cis-4-Hydroxy-L-proline methyl ester BOC-HYP(BZL)-OH N-Boc-D-proline Boc-Hyp-OH BOC-D-PROLINE HYDROXYSUCCINIMIDESTER,BOC-D-PROLINE-OSU,BOC-D-PROLINE HYDROXYSUCCINIMIDE ESTER,BOC-D-PROLINE N-HYDROXYSUCCINIMIDE ESTER BOC-L-Proline N-Boc-trans-4-Hydroxy-L-proline methyl ester

(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-PRO-OH

BOC-D-PRO

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-(TERT-BUTOXYCARBONYL)-D-PROLINE

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 &gt

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

<i>N</i>-Boc-<sc>D</sc>-proline

N-Boc-D-proline, 95%

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