CAS 47173-80-8 (R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid (HCID 2733693)

Names & identifiers

Preferred name: (R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid
IUPAC: (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoic acid
English name: Boc-D-Ser(Bzl)-OH
Molecular formula: C15H21NO5
Molecular weight: 295.33

Names & synonyms

(R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acidRefChem:407262827-299-8Boc-D-Ser(Bzl)-OH47173-80-8N-Boc-O-benzyl-D-serineBoc-O-benzyl-D-serineMFCD00038248O-Benzyl-N-(tert-butoxycarbonyl)-D-serine(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoic acidM06201(2R)-3-benzyloxy-2-(tert-butoxycarbonylamino)propanoic acid

Show more names

BOC-SER(BZL)-OHBOC-SER(BZL)BOC-D-SER(BZL)BOC-L-SER(BZL)-OHBOC-O-BENZYL-L-SERINET-BUTYLOXYCARBONYL-O-BENZYL-L-SERINEN-[(1,1-Dimethylethoxy)carbonyl]-O-(phenylmethyl)-D-serine

D-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-Boc-D-Ser(OBn)-OHo-benzyl-n-boc-d-serineN-(tert-Butyloxycarbonyl)-O-Benzyl-D-SerineSCHEMBL1132901N-a-t.-Boc-O-benzyl-D-serineDMBKPDOAQVGTST-GFCCVEGCSA-N(2R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

Database identifiers

CAS: 47173-80-8
PubChem CID: 2733693
EC Number: 827-299-8
Nikkaji: J1.204.307D

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 84.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 8
Heavy atoms: 21
Formal charge: 0
Complexity: 344

Physicochemical properties

Melting point: 58 · 58-60 °C(lit.)
alpha: -19 · -19 º (c=2 80% alcohol)
Boiling point: 437.02 °C · 437.02°C (rough estimate)
Density: 1.1454 · 1.1454 (rough estimate)
refractive index: -20 ° · -20 ° (C=2, 80% EtOH)
storage temp.: Sealed in dry,Room Temperature
solubility: almost transparency in Methanol
pka: 3.53 · 3.53±0.10(Predicted)
form: Powder
color: White
BRN: 2665080 · 2665080
Major Application: peptide synthesis
InChI: InChI=1S/C15H21NO5/c1-15(2,3)21-14(19)16-12(13(17)18)10-20-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m1/s1
InChIKey: DMBKPDOAQVGTST-GFCCVEGCSA-N
SMILES: C(O)(=O)[C@@H](COCC1=CC=CC=C1)NC(OC(C)(C)C)=O
CAS DataBase Reference: 47173 · 47173-80-8(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: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 24 · 24/25-36-26
WGK Germany: 3 · 3
HS Code: 2924 · 2924 29 70
HazardClass: IRRITANT
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 25% (1 of 4) of reports.

Warning

H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 4 reports by companies.；There are 3 notifications provided by 3 of 4 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (75%)；Eye Irrit. 2 (75%)；STOT SE 3 (75%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 2924 29 70
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 24/25-36-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesN-BOC-O-Benzyl-D-serine, is an amino acid derivative used in chemical synthesis and peptide chemistry.is used in preparation of substituted naphthyl thiadiazolidinones as protein tyrosine phosphatase degraders for treating cancer and metabolic diseases.