(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Basic information
- CAS
13726-69-7- Standard SMILES
CC(C)(C)OC(=O)N1C[C@H](O)C[C@H]1C(=O)O- InChIKey
BENKAPCDIOILGV-RQJHMYQMSA-N- Molecular formula
- C10H17NO5
- Average molar mass
- 231.25 g/mol
Names & identifiers
- Preferred name
- (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
- IUPAC
- (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
- English name
- Boc-Hyp-OH
- Molecular formula
- C10H17NO5
- Molecular weight
- 231.25
Names & synonyms
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid(2S,4R)-4-hydroxy-1-((2-methylpropan-2-yl)oxycarbonyl)pyrrolidine-2-carboxylic acidRefChem:3989501-(1,1-Dimethylethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate604-011-713726-69-7Boc-Hyp-OHBoc-L-hydroxyproline(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acidN-Boc-trans-4-hydroxy-L-prolineboc-hydroxyproline(2S,4R)-1-[(Tert-Butoxy)Carbonyl]-4-Hydroxypyrrolidine-2-Carboxylic Acid
Show more names
BOC-HYPBOC-L-HYP-OHN-BOC-L-HYDROXYPROLINE(2S,4R)-1-Boc-4-hydroxypyrrolidine-2-carboxylic AcidN-ter
boc-trans-hydroxy-l-proline(4r)-1-(tert-butoxycarbonyl)-4-hydroxy-l-prolineMFCD00053370Boc-trans-4-hydroxy-L-prolineRC99P5B8IG(4R)-1-Boc-4-hydroxy-L-prolinetrans-N-(tert-Butoxycarbonyl)-4-hydroxy-L-prolinetrans-1-t-butoxycarbonyl-4-hydroxy-L-proline
Database identifiers
- CAS
13726-69-7- PubChem CID
- 88804
- UNII
- RC99P5B8IG
- EC Number
- 604-011-7
- Nikkaji
- J725.643D
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 87.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 296
Physicochemical properties
- Melting point
- 123 · 123-127 °C(lit.)
- alpha
- -78 · -78 º (in H2O)
- Boiling point
- 390.9 · 390.9±42.0 °C(Predicted)
- Density
- 1.312 · 1.312±0.06 g/cm3(Predicted)
- refractive index
- -68 ° · -68 ° (C=1, MeOH)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 3.8 · 3.80±0.40(Predicted)
- color
- White to off-white
- optical activity
- 20 · [α]20/D 53.5±2°, c = 1% in DMF
- Water Solubility
- very faint turbidity
- BRN
- 4295484 · 4295484
- 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 60% (6 of 10) of all reports.
Danger
H315 (40%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 10 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 20-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19196
Hazard Classes and CategoriesSkin Irrit. 2 (40%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2933 99 80
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesBoc-Hyp-OH is used in the preparation of hydroxyproline derivatives. It is an intermediate in the synthesis of Fosinopril-d5 Sodium Salt (F727803), the labeled analogue of Fosinopril Sodium Salt (F727800), a phosphinic acid containing angiotensin converting enzyme (ACE) inhibitor. Antihypertensive.
Upstream & downstream products
Downstream products
Related reactions
112 records
Compound notes
Loading…