1-(Phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

HCID 391517

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Basic information

CAS: 13504-85-3
Standard SMILES: O=C(O)[C@@H]1C[C@@H](O)CN1C(=O)OCc1ccccc1
InChIKey: WWVCWLBEARZMAH-MNOVXSKESA-N
Molecular formula: C13H15NO5
Average molar mass: 265.26 g/mol

Names & identifiers

Preferred name: 1-(Phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
IUPAC: (2S,4R)-4-hydroxy-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid
English name: N-Cbz-Hydroxy-L-proline
Molecular formula: C13H15NO5
Molecular weight: 265.26

Names & synonyms

13504-85-3RefChem:2269301-(Phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylateZ-Hyp-OHN-Cbz-Hydroxy-L-prolineMFCD00037329Cbz-Hyp-OH(2S,4R)-1-((Benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid(2S,4R)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acidN-Cbz-trans-4-hydroxy-L-prolineNSC690765Z-L-HYP-OH

Show more names

CBZ-L-HYDROXYPROLINEZ-HypN-Cbz-Hydroxy-L-prolCbz-HypCBZ-L-HYP-OH

(4r)-1-[(benzyloxy)carbonyl]-4-hydroxy-l-proline(2S,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylic Acid 1-Benzyl EsterN-Carbobenzoxy-allo-4-hydroxyprolineAB05440CBZ hydroxyprolinetrans-N-Carbobenzoxy-4-hydroxy-L-prolineN-cbz-hydroxyproline(2S,4R)-4-hydroxy-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid

Database identifiers

CAS: 13504-85-3
PubChem CID: 391517
ChEMBL: CHEMBL1993981
EC Number: 236-831-2
Nikkaji: J241.156C

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 87.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 19
Formal charge: 0
Complexity: 340

Physicochemical properties

Melting point: 104 · 104-107 °C
Boiling point: 486.9 · 486.9±45.0 °C(Predicted)
Density: 1.416 · 1.416±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Dichloromethane, Ethyl Acetate
form: Oil
pka: 3.78 · 3.78±0.40(Predicted)
color: White to off-white
optical activity: 20 · [α]20/D 54±1°, c = 2% in ethanol
Water Solubility: Slightly soluble in water.
BRN: 90295 · 90295
Major Application: peptide synthesis
InChI: 1S/C13H15NO5/c15-10-6-11(12(16)17)14(7-10)13(18)19-8-9-4-2-1-3-5-9/h1-5,10-11,15H,6-8H2,(H,16,17)/t10-,11+/m1/s1
InChIKey: WWVCWLBEARZMAH-MNOVXSKESA-N
SMILES: O[C@@H]1C[C@H](N(C1)C(=O)OCc2ccccc2)C(O)=O
CAS DataBase Reference: 13504 · 13504-85-3(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
PPE: 95 · Eyeshields, Gloves, type N95 (US)
WGK Germany: 3 · 3
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29339900
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P