N-Boc-cis-4-Hydroxy-L-proline
- CAS No.
- 87691-27-8
- Chemical Name:
- N-Boc-cis-4-Hydroxy-L-proline
- Synonyms
- N-BOC-CIS-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;BOC-CISHYP-OH;cis-boc-Hyp-OH;N-Boc-cis-Hyp-OH;CIS-BOC-L-HYP-OH;cis-N-Boc-4-hydroxy-L;BOC-CIS-4-HYDROXY-L-PROLINE;cis-N-Boc-4-hydroxy-L-proline;N-BOC-CIS-4-HYDROXY-L-PROLINE;N-T-BOC-CIS-4-HYDROXY-L-PROLINE
- CBNumber:
- CB4349358
- Molecular Formula:
- C10H17NO5
- Molecular Weight:
- 231.25
- MDL Number:
- MFCD02094406
- MOL File:
- 87691-27-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 146 °C (D) (lit.) |
|---|---|
| alpha | -50 º (c=0.67, MeOH) |
| Boiling point | 390.9±42.0 °C(Predicted) |
| Density | 1.312±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | Powder or Crystalline Powder |
| pka | 3.80±0.40(Predicted) |
| color | White to off-white |
| optical activity | [α]20/D -50.0±3°, c = 0.67 in methanol |
| Major Application | peptide synthesis |
| InChI | 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-/m0/s1 |
| InChIKey | BENKAPCDIOILGV-BQBZGAKWSA-N |
| SMILES | N1(C(OC(C)(C)C)=O)C[C@@H](O)C[C@H]1C(O)=O |
| CAS DataBase Reference | 87691-27-8(CAS DataBase Reference) |
| FDA UNII | H4YCJ0KW0U |
| UNSPSC Code | 12352209 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() ![]() GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335-H400 | |||||||||
| Precautionary statements | P273-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi,N | |||||||||
| Risk Statements | 36/37/38-50 | |||||||||
| Safety Statements | 26-36/37-60-61 | |||||||||
| RIDADR | UN 3077 9 / PGIII | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29339900 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Aquatic Acute 1 Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
N-Boc-cis-4-Hydroxy-L-proline price More Price(83)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 654019 | N-Boc-cis-4-hydroxy-L-proline 97% | 87691-27-8 | 1g | $102 | 2026-04-30 | Buy |
| Sigma-Aldrich | 654019 | N-Boc-cis-4-hydroxy-L-proline 97% | 87691-27-8 | 5g | $333 | 2026-04-30 | Buy |
| TCI Chemical | B5887 | cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline >98.0%(HPLC)(T) | 87691-27-8 | 1g | $25 | 2026-04-30 | Buy |
| TCI Chemical | B5887 | cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline >98.0%(HPLC)(T) | 87691-27-8 | 5g | $88 | 2026-04-30 | Buy |
| Usbiological | 265609 | Boc-cis-4-hydroxy-L-proline Asreported | 87691-27-8 | 500mg | $333 | 2026-06-03 | Buy |
N-Boc-cis-4-Hydroxy-L-proline Chemical Properties,Uses,Production
Chemical Properties
White powder
Uses
peptide synthesis
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
84348-37-8
87691-27-8
General procedure for the synthesis of N-Boc-cis-4-hydroxy-L-proline from (S)-1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid: An appropriate amount of solvent was added to the reaction vessel and cooled to the specified temperature. Subsequently, the reducing agent (4.0~5.0 equivalents) was added in batches, taking care to control the rate of addition to avoid violent exotherm. The progress of the reaction was monitored by HPLC during the reaction. Upon completion of the reaction, the reaction solution was slowly poured into ice water to maintain the temperature at 0~5°C. The pH was adjusted to 0~5°C with dilute hydrochloric acid. The pH was adjusted to 2~3 with dilute hydrochloric acid and then extracted with ethyl acetate (EA) (5X each time, 3 times). All organic phases were combined, washed with saturated brine and dried with anhydrous sodium sulfate. The dried organic phase was concentrated under reduced pressure to give the crude product. Finally, the crude product was recrystallized in a mixed solvent of ethyl acetate and alkanes to give purified N-Boc-cis-4-hydroxy-L-proline.
References
[1] Patent: CN106543062, 2017, A. Location in patent: Paragraph 0021; 0024; 0027
[2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 7, p. 2253 - 2265
[3] Tetrahedron Letters, 1993, vol. 34, # 46, p. 7489 - 7492
[4] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 1, p. 251 - 259
N-Boc-cis-4-Hydroxy-L-proline Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | 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 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
View Lastest Price from N-Boc-cis-4-Hydroxy-L-proline manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-06-30 | N-Boc-cis-4-Hydroxy-L-proline
87691-27-8
|
1KG | 98.0% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | ||
![]() |
2019-08-02 | N-Boc-cis-4-Hydroxy-L-proline
87691-27-8
|
$3.00 | 1KG | 99% | 1000kg | Career Henan Chemical Co |
-

- N-Boc-cis-4-Hydroxy-L-proline
87691-27-8
- 98.0%
- Shaanxi Dideu New Materials Co. Ltd
-

- N-Boc-cis-4-Hydroxy-L-proline
87691-27-8
- $3.00
- 99%
- Career Henan Chemical Co
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