Product Name

  • Name

    (S)-2-(Boc-amino)-3-methylbutyric acid

  • EINECS 237-307-6
  • CAS No. 13734-41-3
  • Article Data160
  • CAS DataBase
  • Density 1.079 g/cm3
  • Solubility insoluble
  • Melting Point 77-80 °C(lit.)
  • Formula C10H19NO4
  • Boiling Point 341.8 °C at 760 mmHg
  • Molecular Weight 217.265
  • Flash Point 160.5 °C
  • Transport Information
  • Appearance white fine crystalline powder
  • Safety 24/25-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 13734-41-3 ((S)-2-(Boc-amino)-3-methylbutyric acid)
  • Hazard Symbols HarmfulXn
  • Synonyms N-BOC-valine;N-a-tert-Butoxycarbonyl-L-valine;NSC 197197;tert-Butoxycarbonyl-L-valine;Boc-Val-OH;Valine,N-carboxy-, N-tert-butyl ester, L- (6CI,8CI);(S)-2-(tert-Butoxycarbonylamino)-3-methylbutanoic acid;(S)-N-tert-Butoxycarbonylvaline;BOC-valine;
  • PSA 75.63000
  • LogP 2.01120

Synthetic route

L-valine
72-18-4

L-valine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water100%
With sodium hydroxide In 1,4-dioxane; water at 0℃;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 16h;100%
Boc-Val-NHNHPh
95499-91-5

Boc-Val-NHNHPh

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With oxygen In acetonitrile for 16h; tyrosinase, phosphate buffer pH 7;99%
With phosphate buffer; oxygen; tyrosinase In water; acetonitrile at 20℃; for 16h; pH=7.0;99%
Boc-Val-O-t-Bu
128359-98-8

Boc-Val-O-t-Bu

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 6h; Heating;99%
With water; iodine In acetonitrile for 5h; Heating;89%
L-valine
72-18-4

L-valine

2-t-butoxycarbonyloxy-3,6-diisopropylpyrazine
104272-92-6

2-t-butoxycarbonyloxy-3,6-diisopropylpyrazine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In water; acetonitrile for 24h; Ambient temperature;98%
(S)-(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate

(S)-(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate

A

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

B

C16H10O3S
1033736-87-6

C16H10O3S

Conditions
ConditionsYield
In chloroform-d1 for 0.233333h; Photolysis; Inert atmosphere;A 97%
B n/a
L-valine
72-18-4

L-valine

tert-butyl pyridin-2-yl carbonate
89985-91-1

tert-butyl pyridin-2-yl carbonate

A

2-hydroxypyridin
142-08-5

2-hydroxypyridin

B

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 9h; Ambient temperature;A n/a
B 92%
L-valine
72-18-4

L-valine

2,2-dimethylpropanoic anhydride
1538-75-6

2,2-dimethylpropanoic anhydride

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
Stage #1: L-valine With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃;
Stage #2: 2,2-dimethylpropanoic anhydride In tetrahydrofuran; water at 0 - 20℃; for 12h;
90%
((S)-1-benzylcarbamoyl-2-methyl-propyl)-carbamic acid tert-butyl ester
66447-55-0

((S)-1-benzylcarbamoyl-2-methyl-propyl)-carbamic acid tert-butyl ester

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;89%
With hydrogen; palladium on activated charcoal
N-tert-butoxycarbonyl-L-valine methyl ester
58561-04-9

N-tert-butoxycarbonyl-L-valine methyl ester

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With lithium hydroxide In methanol for 8h;85%
With water; lithium hydroxide In methanol for 4h;
L-valine
72-18-4

L-valine

tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate
75844-68-7

tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With dmap; triethylamine In 1,4-dioxane; water for 15h; Ambient temperature;84%
N-(tert-butoxycarbonyl)valine 1,1-dimethylallyl ester
851714-00-6

N-(tert-butoxycarbonyl)valine 1,1-dimethylallyl ester

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃;84%
L-valine
72-18-4

L-valine

1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate
98015-52-2

1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 20℃; pH=9.2;80%
L-valine
72-18-4

L-valine

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;A n/a
B 80%
D-Val-OH
640-68-6

D-Val-OH

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In water; acetone at 25℃; for 4.5h;70%
L-valine
72-18-4

L-valine

t-butyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate
104272-95-9

t-butyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With dmap; triethylamine In water; acetonitrile for 24h; Ambient temperature;63%
L-valine
72-18-4

L-valine

tert-Butyl 4-nitrophenyl carbonate
13303-10-1

tert-Butyl 4-nitrophenyl carbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With sodium carbonate; tert-butyl alcohol
N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

L-valine
72-18-4

L-valine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water
With triethylamine In water; N,N-dimethyl-formamide
tert-butyl (quinolin-8-yl)carbonate
18595-55-6

tert-butyl (quinolin-8-yl)carbonate

L-valine
72-18-4

L-valine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide
L-valine
72-18-4

L-valine

tert-butyl fluoroformate
18595-34-1

tert-butyl fluoroformate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide
L-valine
72-18-4

L-valine

1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate
16965-08-5

1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

t-butylpentachlorophenyl carbonate
18942-25-1

t-butylpentachlorophenyl carbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In chloroform; N,N-dimethyl-formamide
L-valine
72-18-4

L-valine

tert-butyl chloroformate
24608-52-4

tert-butyl chloroformate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With sodium hydroxide
With sodium hydroxide In 1,4-dioxane for 16h; Ambient temperature;
With magnesium oxide In diethyl ether; water
phosgene
75-44-5

phosgene

L-valine
72-18-4

L-valine

lithium tert-butoxide
1907-33-1

lithium tert-butoxide

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
Yield given. Multistep reaction;
L-valine
72-18-4

L-valine

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water for 4h; Ambient temperature;
L-valine
72-18-4

L-valine

1-(t-butoxycarbonyl)-1,2,4-triazolo<4,3-a>pyridinium-3-olate
50739-44-1

1-(t-butoxycarbonyl)-1,2,4-triazolo<4,3-a>pyridinium-3-olate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With pyridine; sodium hydroxide In acetone for 3h; Ambient temperature;
L-valine
72-18-4

L-valine

tert-butyl α-methoxyvinyl carbonate
81616-10-6

tert-butyl α-methoxyvinyl carbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine 1.) dioxane, water, room temp., 30 min, 2.) 20 deg C, 5 h; Yield given. Multistep reaction;
L-valine
72-18-4

L-valine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

(S)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-3-methylbutanoate
16948-40-6

(S)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-3-methylbutanoate

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With N+C5AlaHis2C16; phosphate buffer pH=7.47; In water at 15 - 40℃; Rate constant; Kinetics; Mechanism; enantioselectivity in ester hydrolysis; other micelle- and vesicle- catalysts; ΔH (excit.); ΔS (excit.); ΔG (excit.);;
dicyclohexylammonium Boc-L-valinate
16944-17-5, 61315-58-0, 102213-00-3

dicyclohexylammonium Boc-L-valinate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With sulfonic acid In ethyl acetate
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

methyl iodide
74-88-4

methyl iodide

Boc-N-Me-Val-OH
45170-31-8

Boc-N-Me-Val-OH

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 23℃; Inert atmosphere;100%
With sodium hydride In tetrahydrofuran at 20℃; for 24h;99%
With sodium hydride In tetrahydrofuran at 0 - 20℃;98%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Boc-Val-ONSu
3392-12-9

Boc-Val-ONSu

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 72h; Inert atmosphere; Sealed tube;100%
In tetrahydrofuran at 0 - 20℃; for 16h;72%
With dicyclohexyl-carbodiimide In 1,2-dimethoxyethane at 5℃; for 6h;69.5%
chlorosulfuric acid chloromethyl ester
49715-04-0

chlorosulfuric acid chloromethyl ester

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N-tert-butyloxycarbonyl-L-valine chloromethyl ester
40224-39-3

N-tert-butyloxycarbonyl-L-valine chloromethyl ester

Conditions
ConditionsYield
Stage #1: t-Boc-L-valine With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water at 0℃; for 0.166667h;
Stage #2: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 0 - 20℃; for 19.3333h;
100%
With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate In dichloromethane; water at 0 - 20℃; for 19.33h;100%
Stage #1: t-Boc-L-valine With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water at 20℃; for 0.0833333h;
Stage #2: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 0 - 20℃; for 2h;
99%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)acetate
51803-69-1

methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)acetate

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;100%
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 2h; optical yield given as %de;95%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;91%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester
20902-47-0

N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h;100%
Stage #1: t-Boc-L-valine With 2,6-dimethylpyridine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); 6-chloro-1-hydroxybenzotriazole In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With 2,6-dimethylpyridine In dichloromethane; N,N-dimethyl-formamide
97%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; acetonitrile at 20℃; for 3h;89%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

L-isoleucine benzyl ester tosylate
16652-75-8

L-isoleucine benzyl ester tosylate

(2S,3S)-benzyl-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-methyl-butanamido}-3-methylpentanoate

(2S,3S)-benzyl-2-{(S)-2-[(tert-butoxycarbonyl)amino]-3-methyl-butanamido}-3-methylpentanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In water; N,N-dimethyl-formamide for 16h; molar ratio: HOBt:Boc-Val-OH=1:10;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In 1,2-dichloro-ethane for 1h; Product distribution; Ambient temperature; other additives, other solvents;82%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; for 12h;74%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 2h;
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate
87694-52-8

tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 4℃;100%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃;100%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

(S)-4-isopropyloxazolidine-2,5-dione
24601-74-9

(S)-4-isopropyloxazolidine-2,5-dione

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethane at 0℃; for 2h;100%
With bis(trichloromethyl) carbonate; triethylamine In ethyl acetate for 3h; Ambient temperature;75%
Multi-step reaction with 2 steps
1: 50 percent / N-ethyl,N'-(γ-dimethylaminopropyl)-carbodiimide*HCl, triethylamine*HCl / CH2Cl2
2: 90 percent / HCl / CH2Cl2 / 0 °C
View Scheme
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N-hydroxy-5-norbornene-2,3-dicarboximide
21715-90-2

N-hydroxy-5-norbornene-2,3-dicarboximide

N-(t-butoxycarbonyl)-L-valine N-hydroxy-5-norbornene-2,3-dicarboximide ester
66714-48-5, 68967-04-4

N-(t-butoxycarbonyl)-L-valine N-hydroxy-5-norbornene-2,3-dicarboximide ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide; acetonitrile 1.) 0 deg C, 1 h, 2.) RT, 4 h;100%
With WSCD*HCl In N,N-dimethyl-formamide; acetonitrile at 0℃; for 1h;
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C16H33NO4Si
130529-82-7

C16H33NO4Si

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 0℃; for 0.5h;100%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

methyl 2-amino-3-hydroxypropanoate hydrochloride
5619-04-5

methyl 2-amino-3-hydroxypropanoate hydrochloride

2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-propionic acid methyl ester
793727-88-5

2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-propionic acid methyl ester

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile at 20℃; for 12.0833h;100%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile at 20℃; for 12h;100%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile at 20℃; for 12h;100%
With triethylamine; isobutyl chloroformate 1) THF, -30 deg C, 30 min; 2) THF, -30 deg C --> rt, 6 h, rt, 12 h; Yield given. Multistep reaction;
Stage #1: t-Boc-L-valine With triethylamine; isobutyl chloroformate In tetrahydrofuran at -30℃; for 1h;
Stage #2: methyl 2-amino-3-hydroxypropanoate hydrochloride In tetrahydrofuran at -30 - 20℃; Further stages.;
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride
3945-69-5

4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

2-tert-butoxycarbonylamino-3-methyl-butyric acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester
345911-01-5

2-tert-butoxycarbonylamino-3-methyl-butyric acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester

Conditions
ConditionsYield
In 1,2-dimethoxyethane at 0℃; for 3h; Condensation;100%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

benzylamine
100-46-9

benzylamine

tert-butyl (S)-1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate
67106-22-3

tert-butyl (S)-1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate

Conditions
ConditionsYield
100%
Stage #1: t-Boc-L-valine With chloroformic acid ethyl ester; triethylamine at 0℃; for 1h; Inert atmosphere;
Stage #2: benzylamine at 0 - 20℃; for 2h; Inert atmosphere;
92%
Stage #1: t-Boc-L-valine With chloroformic acid ethyl ester; triethylamine In dichloromethane at 0℃; for 1h; Inert atmosphere;
Stage #2: benzylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;
90%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

(3aR,6aS)-1-(cyclopropylcarbonyl)-3,3-dimethylhexahydropyrrolo[3,2-b]pyrrol-2(1H)-one hydrochloride

(3aR,6aS)-1-(cyclopropylcarbonyl)-3,3-dimethylhexahydropyrrolo[3,2-b]pyrrol-2(1H)-one hydrochloride

tert-butyl (1S)-{[(3aS,6aR)-4-(cyclopropylcarbonyl)-6,6-dimethyl-5-oxohexahydropyrrolo[3,2-b]pyrrol-1(2H)-yl]carbonyl}-2-methylpropylcarbamate
488748-91-0

tert-butyl (1S)-{[(3aS,6aR)-4-(cyclopropylcarbonyl)-6,6-dimethyl-5-oxohexahydropyrrolo[3,2-b]pyrrol-1(2H)-yl]carbonyl}-2-methylpropylcarbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile at 20℃;100%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

C13H20N2O2

C13H20N2O2

C23H37N3O5

C23H37N3O5

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile100%
pyrrolidine
123-75-1

pyrrolidine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

(S)-tert-butyl 3-methyl-1-oxo-1-(pyrrolidin-1-yl)butan-2-ylcarbamate
130013-62-6

(S)-tert-butyl 3-methyl-1-oxo-1-(pyrrolidin-1-yl)butan-2-ylcarbamate

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In acetonitrile at 20℃;100%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;82%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 24.4167h; Inert atmosphere;82%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Propargylamine
2450-71-7

Propargylamine

(S)-2-methyl-1-(prop-2-ynylcarbamoyl)-propylcarbamic acid t-butyl ester
810671-37-5

(S)-2-methyl-1-(prop-2-ynylcarbamoyl)-propylcarbamic acid t-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane for 2h; Inert atmosphere; Reflux;100%
Stage #1: t-Boc-L-valine With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at -20℃; for 1h;
Stage #2: Propargylamine In dichloromethane at 20℃; for 16h; Further stages.;
99%
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;97%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

L-valine benzyl ester p-toluenesulfonate salt
16652-76-9

L-valine benzyl ester p-toluenesulfonate salt

(S)-benzyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-methylbutanoate
77443-49-3

(S)-benzyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-methylbutanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine100%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;99%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; for 12h;87%
With triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 5h;26%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;
H-Asp(TMSE)-OBn

H-Asp(TMSE)-OBn

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Boc-Val-Asp(TMSE)-OBn

Boc-Val-Asp(TMSE)-OBn

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.75h;100%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2h;99%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Boc-Val-OBt
68754-63-2

Boc-Val-OBt

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃;100%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

((S)-1-{(S)-4-benzyl-2-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-piperazine-1-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester
913359-77-0

((S)-1-{(S)-4-benzyl-2-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-piperazine-1-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: (S)-4-benzyl-piperazine-2-carboxylic acid [(1R)-1,2,3,4-tetrahydro-naphthalen-1-yl]-amide With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: t-Boc-L-valine In N,N-dimethyl-formamide for 1h;
Stage #3: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;
100%
4-N-(tert-butoxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine
903561-50-2

4-N-(tert-butoxycarbonyl)-3'-O-(tert-butyldimethylsilyl)-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

4-N-(tert-butoxycarbonyl)-5'-O-[N-(tert-butoxycarbonyl)-L-valyl]-3'-O-(tert-butyldimethylsilyl)-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine
903561-55-7

4-N-(tert-butoxycarbonyl)-5'-O-[N-(tert-butoxycarbonyl)-L-valyl]-3'-O-(tert-butyldimethylsilyl)-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0℃; for 3h;100%
4-N-(tert-butoxycarbonyl)-3'-O-(dimethyl-t-hexylsilyl)-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine
903561-53-5

4-N-(tert-butoxycarbonyl)-3'-O-(dimethyl-t-hexylsilyl)-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

4-N-(tert-butoxycarbonyl)-3'-O-(dimethyl-t-hexylsilyl)-5'-O-[N-(tert-butoxycarbonyl)-L-valyl]-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine
903561-54-6

4-N-(tert-butoxycarbonyl)-3'-O-(dimethyl-t-hexylsilyl)-5'-O-[N-(tert-butoxycarbonyl)-L-valyl]-2'-cyano-2'-deoxy-1-β-D-arabinofuranosylcytosine

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0℃; for 4h;100%
1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

H-Hphe-Leu-Ile-Ile-Leu-Val-Pro-Pro-Phe-OH
1187223-35-3

H-Hphe-Leu-Ile-Ile-Leu-Val-Pro-Pro-Phe-OH

Conditions
ConditionsYield
Stage #1: Boc-L-homophenylalanine solid phase reaction;
Stage #2: With trifluoroacetic acid In dichloromethane solid phase reaction;
Stage #3: 1-(tert-butoxycarbonyl)-L-proline; t-Boc-L-valine; N-(tert-butyloxycarbonyl)-L-isoleucine; N-tert-butoxycarbonyl-L-leucine; N-tert-butoxycarbonyl-L-phenylalanine Further stages;
100%
1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

H-Ile-Ile-Leu-Val-Pro-Pro-Hphe-Hphe-Leu-OH
1187223-36-4

H-Ile-Ile-Leu-Val-Pro-Pro-Hphe-Hphe-Leu-OH

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-leucine solid phase reaction;
Stage #2: With trifluoroacetic acid In dichloromethane solid phase reaction;
Stage #3: 1-(tert-butoxycarbonyl)-L-proline; t-Boc-L-valine; N-(tert-butyloxycarbonyl)-L-isoleucine; N-tert-butoxycarbonyl-L-phenylalanine; Boc-L-homophenylalanine Further stages;
100%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

L-alanine benzyl ester p-toluenesulfonate
42854-62-6

L-alanine benzyl ester p-toluenesulfonate

Boc-Val-Ala-OBzl
77946-33-9

Boc-Val-Ala-OBzl

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine100%
methanol
67-56-1

methanol

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

L-valine methylester hydrochloride
6306-52-1

L-valine methylester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;100%
With thionyl chloride at 20℃; Cooling;
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

4-{5-fluoro-2-[(piperidin-4-yl)oxy]phenyl}morpholine hydrochloride
1189551-08-3

4-{5-fluoro-2-[(piperidin-4-yl)oxy]phenyl}morpholine hydrochloride

t-Butyl [(1S)-1-{[4-(4-fluoro-2-morpholin-4-ylphenoxy)piperidin-1-yl]carbonyl}-2-methylpropyl]carbamate
1189551-09-4

t-Butyl [(1S)-1-{[4-(4-fluoro-2-morpholin-4-ylphenoxy)piperidin-1-yl]carbonyl}-2-methylpropyl]carbamate

Conditions
ConditionsYield
100%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

t-butyl 4-[4-fluoro-2-(methoxycarbonyl)phenoxy]piperidine-1-carboxylate
1189550-98-8

t-butyl 4-[4-fluoro-2-(methoxycarbonyl)phenoxy]piperidine-1-carboxylate

methyl 2-({1-[N-(t-butoxycarbonyl)-L-valyl]piperidin-4-yl}oxy)-5-fluorobenzoate
1189551-00-5

methyl 2-({1-[N-(t-butoxycarbonyl)-L-valyl]piperidin-4-yl}oxy)-5-fluorobenzoate

Conditions
ConditionsYield
Product distribution / selectivity;100%

Boc-L-Valine Chemical Properties

Synonyms: BOC-VALINE;BOC-VALINE-OH;BOC-VAL-OH;BOC-VAL;BOC-L-VAL;BOC-L-VALINE;BOC-L-VAL-OH
Molecular formula: C10H19NO4
Molar weight: 217.26
Molecular Structure: 
Product Categories: Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series;Pharmaceutical intermediate
mp : 77-80 ℃(lit.)
alpha : -6.3 o (c=1,CH3COOH)
refractive index : -6.5 ° (C=1, AcOH)
storage temp.:  -20℃

 

Boc-L-Valine Uses

Uses in the multi-peptide synthesis, serves as the amino acid protection monomer. Patterned SILK past Lu Wei intermediate .

Boc-L-Valine Safety Profile

Hazard Codes  :Xn
The Risk Statements information of  Boc-L-Valine:
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of  Boc-L-Valine:
26:  In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany : 3
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