(S)-2-(tert-Butoxycarbonylamino)-4,4-difluorobutanoic acid supplier

Name
(S)-2-(tert-butoxycarbonylamino)-4,4-difluorobutanoic acid
EINECS
CAS No. 467442-20-2
Density 1.222 g/cm³
Solubility
Melting Point
Formula C₉H₁₅F₂NO₄
Boiling Point 348.1 °C at 760 mmHg
Molecular Weight 239.219
Flash Point 164.3 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms (S)-2-(tert-Butoxycarbonylamino)-4,4-difluorobutanoic acid;
PSA 75.63000
LogP 2.01040

Synthetic route

: 24424-99-5
di-tert-butyl dicarbonate

: 121960-22-3
α-amino-γ,γ-difluorobutyrate

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

Conditions

Conditions	Yield
With triethylamine

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: methyl 2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoate

Conditions

Conditions	Yield
In methanol; toluene at 0℃; for 3h; Sealed tube; Inert atmosphere;	47%

: 2491-20-5
L-alanine methyl ester hydrochloride

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: (S)-2-((S)-2-tert-Butoxycarbonylamino-4,4-difluoro-butyrylamino)-propionic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane

: 607403-53-2
2,5-difluoro-4-t-butoxycarbonylphenethylamine

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: 4-[2-(2-tert-butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-3,5-difluoro-benzoic acid tert-butyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: (E)-3-[3-(2-Amino-ethyl)-phenyl]-acrylic acid ethyl ester

: (E)-3-{3-[2-((S)-2-tert-Butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-phenyl}-acrylic acid ethyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: 2-[3-(2-amino-ethyl)-phenylamino]-butyric acid methyl ester

: 2-{3-[2-(2-tert-butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-phenylamino}-butyric acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: (E)-3-[3-(2-Amino-ethyl)-4-fluoro-phenyl]-acrylic acid ethyl ester

: (E)-3-{3-[2-((S)-2-tert-Butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-4-fluoro-phenyl}-acrylic acid ethyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: [3-(2-amino-ethyl)-phenoxy]-phenyl-acetic acid methyl ester

: {3-[2-(2-tert-butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-phenoxy}-phenyl-acetic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: 467438-35-3
2-[2,6-difluoro-4-(2H-tetrazol-5-yl)-phenyl]-ethylamine

: (1-{2-[2,6-difluoro-4-(2H-tetrazol-5-yl)-phenyl]-ethylcarbamoyl}-3,3-difluoro-propyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: 467438-38-6
2-[3-(2-amino-ethyl)-2,4-difluoro-phenoxy]-propionic acid methyl ester

: 2-{3-[2-(2-tert-butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-phenoxy}-propionic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: (E)-3-[3-(2-Amino-ethyl)-2-fluoro-phenyl]-acrylic acid ethyl ester

: (E)-3-{3-[2-((S)-2-tert-Butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-2-fluoro-phenyl}-acrylic acid ethyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: [3-(2-amino-ethyl)-2,4-difluoro-phenoxy]-acetic acid methyl ester

: {3-[2-(2-tert-butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-phenoxy}-acetic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: [3-(2-amino-ethyl)-phenylamino]-phenyl-acetic acid methyl ester

: {3-[2-(2-tert-butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-phenylamino}-phenyl-acetic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: 4-(2-amino-ethyl)-3,5-difluoro-benzoic acid methyl ester; hydrochloride

: 4-[2-(2-tert-butoxycarbonylamino-4,4-difluoro-butyrylamino)-ethyl]-3,5-difluoro-benzoic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: (S)-2-((S)-2-tert-Butoxycarbonylamino-4,4-difluoro-butyrylamino)-propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PyBOP; i-Pr2NEt / CH2Cl2 2: aq. NaOH / methanol View Scheme

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: {(S)-1-[(S)-1-((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-2-methyl-1-[(pyridin-4-ylmethyl)-carbamoyl]-propylcarbamoyl}-pentylcarbamoyl)-ethylcarbamoyl]-3,3-difluoro-propyl}-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: PyBOP; i-Pr2NEt / CH2Cl2 2: aq. NaOH / methanol 3: HOAt; EDCI; i-Pr2NEt / tetrahydrofuran View Scheme

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: tert-butyl (4,4-difluoro-1-hydroxybutan-2-yl)carbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol; toluene / 3 h / 0 °C / Sealed tube; Inert atmosphere 2: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Sealed tube; Inert atmosphere View Scheme

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: 2-[(tertbutoxycarbonyl)amino]-4,4-difluorobutyl methanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: methanol; toluene / 3 h / 0 °C / Sealed tube; Inert atmosphere 2: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Sealed tube; Inert atmosphere 3: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Sealed tube; Inert atmosphere View Scheme

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: tert-butyl (1-azido-4,4-difluorobutan-2-yl)carbamate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: methanol; toluene / 3 h / 0 °C / Sealed tube; Inert atmosphere 2: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Sealed tube; Inert atmosphere 3: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Sealed tube; Inert atmosphere 4: sodium azide / N,N-dimethyl-formamide / 24 h / 60 °C / Sealed tube; Inert atmosphere View Scheme

: 467442-20-2
2-[(tert-butoxycarbonyl)amino]-4,4-difluorobutanoic acid

: tert-butyl (1-amino-4,4-difluorobutan-2-yl)carbamate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: methanol; toluene / 3 h / 0 °C / Sealed tube; Inert atmosphere 2: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Sealed tube; Inert atmosphere 3: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Sealed tube; Inert atmosphere 4: sodium azide / N,N-dimethyl-formamide / 24 h / 60 °C / Sealed tube; Inert atmosphere 5: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C / Sealed tube; Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: methanol; toluene / 3 h / 0 °C / Sealed tube; Inert atmosphere
2: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C / Sealed tube; Inert atmosphere
3: triethylamine / dichloromethane / 5 h / 0 - 20 °C / Sealed tube; Inert atmosphere
4: sodium azide / N,N-dimethyl-formamide / 24 h / 60 °C / Sealed tube; Inert atmosphere
5: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C / Sealed tube; Inert atmosphere
View Scheme

(S)-2-(tert-Butoxycarbonylamino)-4,4-difluorobutanoic acid Specification

The (S)-2-(tert-Butoxycarbonylamino)-4,4-difluorobutanoic acid, its cas register number is 467442-20-2. It also can be called as Butanoic acid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,4-difluoro-, (2S)- and the Systematic name about this chemicals is (2S)-2-(tert-butoxycarbonylamino)-4,4-difluoro-butanoic acid.

Following are the chemical properties about (S)-2-(tert-Butoxycarbonylamino)-4,4-difluorobutanoic acid: (1)#H bond acceptors: 5; (2)#H bond donors: 2; (3)#Freely Rotating Bonds: 6; (4)Polar Surface Area: 75.63Å²; (5)Index of Refraction: 1.433; (6)Molar Refractivity: 50.88 cm³; (7)Molar Volume: 195.7 cm³; (8)Polarizability: 20.17x10^-24cm³; (9)Surface Tension: 34.2 dyne/cm; (10)Enthalpy of Vaporization: 65.1 kJ/mol; (11)Boiling Point: 348.1 °C at 760 mmHg; (12)Vapour Pressure: 8.96E-06 mmHg at 25°C.

If you want to store this chemical, please keep containers tightly sealed, and store in cool, dry place in tightly closed containers, also ensure good ventilation/exhaustion at the workplace. There are some first aid measures: (1)Inhalation: supply fresh air, if required, provide artificial respiration and keep patient warm. (2)Skin contact: seek immediate medical advice and instantly wash with water, soap and rinse thoroughly.

This chemical can be described computed from structure:
(1)SMILES: CC(C)(C)OC(=O)N[C@@H](CC(F)F)C(=O)O
(2)InChI: InChI=1/C9H15F2NO4/c1-9(2,3)16-8(15)12-5(7(13)14)4-6(10)11/h5-6H,4H2,1-3H3,(H,12,15)(H,13,14)/t5-/m0/s1
(3)InChIKey: UCCLBCNDXKDPDT-YFKPBYRVBC
(4)Std. InChI: InChI=1S/C9H15F2NO4/c1-9(2,3)16-8(15)12-5(7(13)14)4-6(10)11/h5-6H,4H2,1-3H3,(H,12,15)(H,13,14)/t5-/m0/s1
(5)Std. InChIKey: UCCLBCNDXKDPDT-YFKPBYRVSA-N

Product Name

(S)-2-(tert-butoxycarbonylamino)-4,4-difluorobutanoic acid

Synthetic route

(S)-2-(tert-Butoxycarbonylamino)-4,4-difluorobutanoic acid Specification

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