tert-Butoxycarbonyl-D-leucine

HCID 637604

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Substructure search Find similar structures

Basic information

CAS: 16937-99-8
Standard SMILES: CC(C)C[C@@H](NC(=O)OC(C)(C)C)C(=O)O
InChIKey: MDXGYYOJGPFFJL-MRVPVSSYSA-N
Molecular formula: C11H21NO4
Average molar mass: 231.29 g/mol
Monoisotopic mass: 231.14705815

Names & identifiers

Preferred name: tert-Butoxycarbonyl-D-leucine
IUPAC: (2R)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
English name: BOC-D-Leucine monohydrate
Molecular formula: C11H21NO4
Molecular weight: 231.29

Names & synonyms

16937-99-8(2R)-2-{[(Tert-Butoxy)Carbonyl]Amino}-4-Methylpentanoic Acidtert-Butoxycarbonyl-D-leucineDTXSID501308165(2R)-2-(((tert-butoxy)carbonyl)amino)-4-methylpentanoic acidRefChem:891500DTXCID401738080834-861-6Boc-D-Leu-OHBoc-D-leucineN-Boc-D-leucineN-(tert-Butoxycarbonyl)-D-leucine

Show more names

BOC-D-LEUN-(tert-Butoxycarbonyl)-D-leucine HydrateBOC-D-LeuClneBOC-D-LEU-OH2OBOC-D-LEUCINE-OHN-T-BOC-D-LEUCINE

(tert-Butoxycarbonyl)-D-leucineD-LEUCINE, N-[(1,1-DIMETHYLETHOXY)CARBONYL]-(2R)-2-(tert-Butoxycarbonylamino)-4-methyl-pentanoic acidMFCD00038294(2R)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acidM03296(R)-2-(tert-butoxycarbonylamino)-4-methylpentanoic acid(R)-2-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid

Database identifiers

CAS: 16937-99-8
PubChem CID: 637604
DTXSID: DTXSID501308165
ChEMBL: CHEMBL1222066
EC Number: 834-861-6
Nikkaji: J724.101A

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 16
Formal charge: 0
Complexity: 255

Physicochemical properties

Melting point: 85 · 85-87 °C(lit.)
Boiling point: 356 · 356.0±25.0 °C(Predicted)
Density: 1.061 · 1.061±0.06 g/cm3(Predicted)
refractive index: 25 ° · 25 ° (C=2, AcOH)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Acetic Acid (Sparingly), DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 4.02 · 4.02±0.21(Predicted)
color: White
BRN: 2331060 · 2331060
Major Application: peptide synthesis
InChI: InChI=1S/C11H21NO4/c1-7(2)6-8(9(13)14)12-10(15)16-11(3,4)5/h7-8H,6H2,1-5H3,(H,12,15)(H,13,14)/t8-/m1/s1
InChIKey: MDXGYYOJGPFFJL-MRVPVSSYSA-N
SMILES: C(O)(=O)[C@@H](CC(C)C)NC(OC(C)(C)C)=O
CAS DataBase Reference: 16937 · 16937-99-8(CAS DataBase Reference)
UNSPSC Code: 12352200 · 12352200
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: 24 · 24/25
WGK Germany: 3 · 3
HS Code: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H315 (50%): 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)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (50%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29241990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesN-Boc-D-leucine is an N-Boc-protected form of D-Leucine (L330150). D-Leucine is an unnatural isomer of L-Leucine (L330110) that acts as an auto-inhibitor of lactic streptococci in culture. D-Leucine causes analgesia in humans and also exhibits inhibitory activity in bacterial cell cultures.