CAS No.71989-35-0,Fmoc-O-tert-Butyl-L-threonine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	71989-35-0
Name:	Fmoc-O-tert-Butyl-L-threonine
Article Data:	14

Formula:	C₂₃H₂₇NO₅
Molecular Weight:	397.471
Synonyms:	(2S,3R)-2-(((9-Fluorenylmethoxy)carbonyl)amino)-3-(tert-butoxy)butanoicacid;(2S,3R)-3-tert-Butoxy-2-[[[[9H-fluoren-9-yl]methoxy]carbonyl]amino)butanoicacid;N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylthreonine;Fmoc-Thr(tBu)-OH;L-Threonine,O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;
EINECS:	276-261-1
Density:	1.197 g/cm³
Melting Point:	131-134 °C
Boiling Point:	581.7 °C at 760 mmHg
Flash Point:	305.6 °C
Appearance:	white to light yellow crystal powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	24/25-36/37/39-27-26
PSA:	84.86000
LogP:	4.57280

Synthetic route

: 4378-13-6
(O-tert-butyl)-L-threonine

: 102774-86-7
9-fluorenylmethyl N-succinimidyl carbonate

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile for 1h;	70%

: (2S,3R)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-trimethylsilanyl-ethoxymethyl ester

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
With magnesium bromide In dichloromethane for 3h; Ambient temperature; addition at -20 deg C, 0.5 h;	67%

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 132776-34-2
O-tert-Butyl-L-threonine Methyl Ester p-Toluenesulfonate

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
With sodium hydroxide 1.) H2O, 0 deg C, 2 h; 2.) p-dioxane, 0 deg C to r.t., 24 h; Yield given. Multistep reaction;

: 146346-73-8
Fmoc-Thr(but)-O-Pha

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
With acetic acid; zinc Yield given;

: 275827-11-7
N-(9-Fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-threonin-(2-phenyl-2-trimethylsilyl)ethylester

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In dichloromethane at 20℃; β-fragmentation;

: 73731-37-0
Fmoc-Thr-OH

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diisopropylethylamine / ethyl acetate 2: 240 h 3: zinc, acetic acid View Scheme

: 125760-27-2
N-(9-fluorenylmethyloxycarbonyl)-L-threonine phenacylester

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 240 h 2: zinc, acetic acid View Scheme

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 1254943-38-8
C8H17NO3*ClH

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;

: 67-56-1
methanol

: 72-19-5
L-threonine

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 115-11-7
isobutene

: 71989-35-0
Fmoc-Thr(tBu)-OH

Conditions

Conditions	Yield
Stage #1: methanol; L-threonine With thionyl chloride at 40 - 45℃; for 20h; Stage #2: isobutene With sulfuric acid In dichloromethane at 0 - 5℃; Stage #3: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide Further stages;

...Expand

: C29H30N4O5

A: 71989-35-0
Fmoc-Thr(tBu)-OH

B: 2592-95-2
benzotriazol-1-ol

Conditions

Conditions	Yield
With water for 24h; Kinetics;

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Chemistry

The Molecular Structure of Fmoc-o-tert-butyl-l-threonine (CAS NO.71989-35-0):

Molecular Formula: C₂₃H₂₇NO₅
Molecular Weight: 397.46
Nominal Mass: 397 Da
Average Mass: 397.4642 Da
Monoisotopic Mass: 397.188923 Da
Index of Refraction: 1.568
Molar Refractivity: 108.74 cm³
Molar Volume: 332 cm³
Surface Tension: 47.8 dyne/cm
Density: 1.197 g/cm³
Flash Point: 305.6 °C
Enthalpy of Vaporization: 91.5 kJ/mol
Boiling Point: 581.7 °C at 760 mmHg
Melting point: 131-134 °C
Vapour Pressure: 2.24E-14 mmHg at 25°C
Storage temp: 2-8°C
Soluble in ethyl acetate, insoluble in petroleum ether
InChI
InChI=1/C23H27NO5/c1-14(29-23(2,3)4)20(21(25)26)24-22(27)28-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19-20H,13H2,1-4H3,(H,24,27)(H,25,26)
Smiles
C[C@@H](OC(C)(C)C)[C@@H](NC(=O)OCC1c2c(cccc2)c2c1cccc2)C(O)=O
Appearance: white to light yellow crystal powder
IUPAC: 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]butanoic acid
Product Categories: Fluorenes, Flurenones;Amino Acid Derivatives;Amino Acids;Threonine [Thr, T];Fmoc-Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids;Fmoc-Amino acid series

Uses

Fmoc-o-tert-butyl-l-threonine (CAS NO.71989-35-0) can be used for peptide synthesis and protected amino acid monomer.

Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 24/25-36/37/39-27-26
S24/25: Avoid contact with skin and eyes
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S27: Take off immediately all contaminated clothing
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3

Specification

Fmoc-o-tert-butyl-l-threonine (CAS NO.71989-35-0) is also called as 9-Fluorenylmethoxycarbonyl-o-t-butyl-l-theonine ; 9-Fluorenylmethoxycarbonyl-o-t-butyl-l-threonine ; Fmoc-o-t-butyl-l-threonine ; Fmoc-l-thr(o-t-butyl) ; Fmoc-l-threonine(o-t-butyl) ; Fmoc-l-threonine (tbu) ; Fmoc-l-threonine t-butyl ether .

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