(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid (HCID 88804)

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 Å²
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
InChIKey: BENKAPCDIOILGV-RQJHMYQMSA-N
SMILES: CC(C)(C)OC(=O)N1C[C@H](O)C[C@H]1C(O)=O
CAS DataBase Reference: 13726 · 13726-69-7(CAS DataBase Reference)
FDA UNII: 99 P5B8IG · RC99P5B8IG
EPA Substance Registry System: 2 S,4R)-1-tert-Butyl · (2S,4R)-1-tert-Butyl 4-hydroxy-1,2-pyrrolidinecarboxylate (13726-69-7)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
HS Code: 2933 · 2933 99 80
HazardClass: IRRITANT
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

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 · 1 item

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.