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Fmoc-L-Asp(OtBu)-OH

Fmoc-L-Asp(OtBu)-OH structure

CAS No:
71989-14-5
Formula:
C23H25NO6
Chemical Name:
Fmoc-L-Asp(OtBu)-OH
Synonyms:
L-Aspartic acid,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-,4-(1,1-dimethylethyl) ester;N-(9-Fluorenylmethoxycarbonyl)-L-aspartic acid β-tert-butyl ester;N-(9-Fluorenylmethoxycarbonyl)aspartic acid 4-tert-butyl ester;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-tert-butoxy-4-oxo-butanoic acid;(2S)-4-tert-Butoxy-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]-4-oxobutanoic acid;4-tert-Butyl N-(fluoren-9-ylmethoxycarbonyl)-L-aspartate;Fmoc-L-Asp(OtBu)-OH;Fmoc-Asp(tBu)-OH;Fmoc-L-Asp(OtBu);(2S)-4-(tert-Butoxy)-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)-4-oxobutanoic acid;(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid;(2S)-4-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-butanoic acid;109924-80-3;138451-81-7;141893-61-0;184170-71-6;259726-30-2;499139-37-6;844640-44-4;850324-95-7;958295-18-6;1357091-39-4;1617538-14-3;1632285-02-9;1643955-67-2
Categories:
Pharmaceutical Intermediates > Antibacterials

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Description

white to light yellow crystal powde

Fmoc-L-Asp(OtBu)-OH Basic Attributes

Molecular Weight：

411.45

Exact Mass：

411.45

EC Number：

276-251-7

HScode：

2924299090

Characteristics

PSA：

102

XLogP3：

3.5

Appearance：

white to light yellow crystal powder

Density：

1.3±0.1 g/cm3

Melting Point：

149-152 °C

Boiling Point：

620.8°C at 760 mmHg

Flash Point：

329.3±31.5 °C

Refractive Index：

1.576

Water Solubility：

Slightly soluble in water.

Storage Conditions：

2-8°C

Specific rotation：

-25 º (c=1,DMF 24 ºC)

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

24/25-36/37/39-27-26

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 6 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fmoc-L-Asp(OtBu)-OH Use and Manufacturing

General procedure: A suspension of PdEnCat 30 (Aldrich; 0.4 mmol/g loading, 0.05 equiv) inTHF–H2O (9:1, 5 mL) was bubbled with argon for 10 min.After this time, DCHT (0.15 equiv) and the correspondingallyl ester 1 (1.0 equiv, 70 mg) were added under positivepressure. Finally, PhSiH3 was injected (2.0 equiv), and themixture was allowed to react for 2 h at r.t. under an argonatmosphere. After this time, the reaction was filtered throughCelite and the filtrate was evaporated under reducedpressure. The remaining solid was dissolved with EtOAc (20mL) and washed with H2O (3 × 10 mL) and brine (3 × 10mL). The organic layer was dried (MgSO4) and evaporatedunder vacuum. Purification by solid-phase extraction (C18reverse-phase chromatography, H2O/MeOH) gave purecarboxylic acids 2 (yields shown in Table 1). Purity wasdetermined by HPLC, 1H NMR and 13C NMR analyses. Allthe carboxylic acids are commercially available. Therecorded 1H and 13C NMR spectra of the synthesizedcompounds were consistent with those registered forcommercial samples.

Computed Properties

Molecular Weight:411.4
XLogP3:3.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:411.16818752
Monoisotopic Mass:411.16818752
Topological Polar Surface Area:102
Heavy Atom Count:30
Complexity:620
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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