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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine structure

CAS No:
84000-07-7
Formula:
C19H19NO4
Chemical Name:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine
Synonyms:
L-Alanine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine;N-Fmoc-N-methyl-L-alanine;(2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl](methyl)amino)propanoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)propanoic acid
Categories:
Biochemical Engineering > Amino Acids and Derivatives

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Description

Fmoc-N-Me-Ala-OH, an N-Fmoc-N-methyl amino acid, is available for the peptide-coupling reaction.

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine Basic Attributes

Molecular Weight：

325.36

Exact Mass：

325.36

EC Number：

1533716-785-6

DSSTox ID：

DTXSID00350931

HScode：

2922509090

Characteristics

PSA：

66.8

XLogP3：

3.2

Appearance：

Solid

Density：

1.3±0.1 g/cm3

Melting Point：

140-142 °C

Boiling Point：

514.9°C at 760 mmHg

Flash Point：

265.2±24.3 °C

Refractive Index：

1.604

Water Solubility：

Slightly soluble in water.

Storage Conditions：

2-8°C

Specific rotation：

-18.5 º (c=1,DMF)

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

22-24/25

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine Use and Manufacturing

To a suspension of Fmoc-L-Ala (6.2 g, 19.9mmol) in toluene (400 mL)was added paraformaldehyde (4.0 g, 133 mmol) andp-toluenesulfonic acid (0.5 g, 13.3 mmol). The mixture was refluxedfor 30 min to remove azeotropic water. The solution was cooleddown, washed with 1 M aqueous NaHCO3 (2 × 100 mL) and dried over Na2SO4.Concentration in vacuo gave a white solid.To the above oxazolidinone in CHC13 (75 mL) was added trifluoroacetic acid (75mL) and triethylsilane (7.2 mL, 44.8 mmol). The reaction was stirred at roomtemperature for 10 h, and then concentrated in vacuo. The resulting oil wasre-dissolved in CH2C12 and concentrated for three times. The obtained oil crystallizedon standing. The crystals were re-dissolved in ether and concentrated. The collectedwhite solid 5 was washed with 5percent ether in hexane and dried (6.1 g, 94percent). .General procedure: Paraformaldehyde (1.92 g, 64.0 mmol) and p-toluenesulfonic acid (0.1920 g, 0.12 mmol) were added to a solution of Fmoc-Ala-OH (3.00 g, 9.6 mmol) in toluene (150 mL). The mixture was refluxed for 3 h with Dean–Stark apparatus. After cooled to room temperature, the resultant mixture was washed with saturated NaHCO

Computed Properties

Molecular Weight:325.4
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:325.13140809
Monoisotopic Mass:325.13140809
Topological Polar Surface Area:66.8
Heavy Atom Count:24
Complexity:458
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alanine

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