(S)-(-)-N-Boc-prolinol

HCID 643448CAS 69610-40-8

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Basic information

Standard SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1CO
InChIKey: BFFLLBPMZCIGRM-QMMMGPOBSA-N
Molecular formula: C10H19NO3
Average molar mass: 201.26 g/mol
Monoisotopic mass: 201.13649347

Overview

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Names & identifiers

Preferred name: (S)-(-)-N-Boc-prolinol
IUPAC: tert-butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
English name: BOC-L-Prolinol
Molecular formula: C10H19NO3
Molecular weight: 201.26

Names & synonyms

(S)-(-)-N-BOC-PROLINOLRefChem:4077201-PYRROLIDINECARBOXYLIC ACID, 2-(HYDROXYMETHYL)-, 1,1-DIMETHYLETHYL ESTER, (2S)-N-Boc-L-prolinol69610-40-8Boc-L-Prolinoltert-butyl (S)-2-(hydroxymethyl)pyrrolidine-1-carboxylatetert-butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate(S)-1-Boc-2-pyrrolidinemethanolBOC-PRO-OL1-Boc-L-Prolinol(S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate

Show more names

BOC-L-PRO-OLBOC prololBoc-Proninol

(S)-(-)-1-Boc-2-pyrrolidinemethanolN-(tert-Butoxycarbonyl)-L-prolinolBOC-PROLINOLMFCD000662321-BOC-2-(S)-pyrrolidinemethanol(S)-1-(tert-Butoxycarbonyl)-2-pyrrolidinemethanol(S)-1-BOC-PYRROLIDIN-2-YL-METHANOLB3077

Database identifiers

CAS: 69610-40-8
PubChem CID: 643448
DTXSID: DTXSID80349181
ChEMBL: CHEMBL4764441
Nikkaji: J187.468C

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 49.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 14
Formal charge: 0
Complexity: 210

Physicochemical properties

Melting point: 62 · 62-64 °C (lit.)
Boiling point: 150 °C · 150 °C / 4mmHg
alpha: -52 · -52 º (c=1, CHCl3)
Density: 1.0948 · 1.0948 (rough estimate)
refractive index: -55 ° · -55 ° (C=5, MeOH)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
form: Crystalline Powder
pka: 14.77 · 14.77±0.10(Predicted)
color: White
optical activity: 21 · [α]21/D 48°, c = 1.3 in chloroform
Water Solubility: insoluble
BRN: 3542667 · 3542667
Major Application: peptide synthesis
InChI: 1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h8,12H,4-7H2,1-3H3/t8-/m0/s1
InChIKey: BFFLLBPMZCIGRM-QMMMGPOBSA-N
SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1CO
CAS DataBase Reference: 69610 · 69610-40-8(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Hazard information

Regulatory Information(S) - (-) -N-Boc - prolinol: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications

UsesBuilding block for novel nicotinic acetylcholine receptor ligands with cognition-enhancing properties. Used in the synthesis of chiral β-amino sulfides and β-amino thiols.