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N-Fmoc-L-isoleucine

N-Fmoc-L-isoleucine structure

CAS No:
71989-23-6
Formula:
C21H23NO4
Chemical Name:
N-Fmoc-L-isoleucine
Synonyms:
L-Isoleucine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isoleucine;N-(9-Fluorenylmethoxycarbonyl)isoleucine;N-(9-Fluorenylmethoxycarbonyl)-L-isoleucine;(2S,3S)-2-(((9-Fluorenylmethoxy)carbonyl)amino)-3-methylpentanoic acid;NSC 334289;N-Fmoc-L-isoleucine;335130-62-6;846567-78-0;216149-67-6;266359-39-1;912955-16-9;1067893-41-7;1162018-60-1
Categories:
Pharmaceutical Intermediates > Antidementia Agents

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Description

white fine crystalline powder

N-Fmoc-L-isoleucine Basic Attributes

Molecular Weight：

353.41

Exact Mass：

353.41

BRN：

4716717

EC Number：

276-255-9

NSC Number：

334289

HScode：

2924299090

Characteristics

PSA：

75.6

XLogP3：

4.4

Appearance：

White Fine Crystalline Powder

Density：

1.2±0.1 g/cm3

Melting Point：

138-140 °C (decomp)

Boiling Point：

559.8ºC at 760 mmHg

Flash Point：

292.4±25.4 °C

Refractive Index：

1.583

Water Solubility：

soluble in methanol (very faint turbidity).

Storage Conditions：

2-8°C

Specific rotation：

-12 º (c=1,DMF)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

22-24/25-36/37/39-27-26

Marks：

Hazard note：

Irritant

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

N-Fmoc-L-isoleucine Use and Manufacturing

General procedure: To a solution of H-Phe-OH (100 mg, 60.5 mmol) in 50 percent MeCN (6.1 mL)were added Fmoc-OPhth (233 mg, 60.5 mmol) and K2CO3 (167 mg, 121 mmol) and stirred at room temperature. After 2 h of stirring saturated sodium bicarbonate solution and H2O were added and the resulting solution was washed with diethyl ether. The aqueous phase is acidified to pH 1 with 1M HCl and extracted with diethyl ether. The organic phase was washed with 1 M HCl, H2O, brine, dried over MgSO4. The filtrate was evaporatedevaporated under reduced pressure to give yellow solid as crude product.

Computed Properties

Molecular Weight:353.4
XLogP3:4.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:353.16270821
Monoisotopic Mass:353.16270821
Topological Polar Surface Area:75.6
Heavy Atom Count:26
Complexity:486
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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