Boc-D-phenylalanine

HCID 637610CAS 18942-49-9
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)C(=O)O
InChIKey
ZYJPUMXJBDHSIF-LLVKDONJSA-N
Molecular formula
C14H19NO4
Average molar mass
265.3 g/mol
Monoisotopic mass
265.13140809

Overview

N-Boc-D-phenylalanine is a D-phenylalanine derivative that is D-phenylalanine in which the amino group is replaced by a (tert-butoxycarbonyl)amino group. It is a tert-butyl ester and a D-phenylalanine derivative.

Names & identifiers

Preferred name
Boc-D-phenylalanine
IUPAC
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid
English name
BOC-D-Phenylalanine
Molecular formula
C14H19NO4
Molecular weight
265.3

Names & synonyms

Boc-D-phenylalanine18942-49-9DTXSID50348469n-tert-butoxycarbonyl-d-phenylalanineRefChem:569768DTXCID30299541606-177-6Boc-D-Phe-OHN-Boc-D-phenylalanineN-(tert-Butoxycarbonyl)-D-phenylalanineMFCD00063149(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid
Show more names
BOC-D-PHE(R)-2-((tert-butoxycarbonyl)aMino)-3-phenylpropanoic acidBoc-D-Phe-OH ,≥99%BC-D-phenylalanineRARECHEM AL BE 0806BOC-D-PHENYLALANINE-OH
(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoic acidd-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-(TERT-BUTOXYCARBONYL)-D-PHENYLALANINEtert-butyloxycarbonyl-d-phenylalanineN-tert-butyloxycarbonyl-D-phenylalanine(R)-2-(TERT-BUTOXYCARBONYLAMINO)-3-PHENYLPROPANOIC ACIDN-alpha-tert-Butyloxycarbonyl-D-phenylalanineM03311

Database identifiers

CAS
18942-49-9
PubChem CID
637610
DTXSID
DTXSID50348469
ChEBI
CHEBI:231572
EC Number
606-177-6
Nikkaji
J814.363C

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
75.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
6
Heavy atoms
19

Physicochemical properties

Melting point
78 · 78-87 °C
alpha
-26 · -26 º (c=2,ethanol)
Boiling point
408.52 °C · 408.52°C (rough estimate)
Density
1.1356 · 1.1356 (rough estimate)
refractive index
-25 ° · -25 ° (C=1, EtOH)
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 60% (3 of 5) of all reports.

Warning

H319 (40%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesEye Irrit. 2 (40%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
29242990
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi

Chemistry & industry

Applications · 2 items

DescriptionBOC-D-Phenylalanine is the BOC (tert-butyloxycarbonyl) protected form of D-phenylalanine. It can be used in the synthesis of benzo[de][1,7] napthyridinones as PARP1 inhibitors. It is also an important reagent during the manufacturing of proline-containing, ß-turn mimetic cycle tetrapeptides.

UsesBoc-D-Phenylalanine is used in the synthesis of benzo[de][1,7]napthyridinones as PARP1 inhibitors. Also it is an important reagent in the preparation of proline-containing, β-turn mimetic cycle tetrapeptides.

Upstream & downstream products

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

Related reactions

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