- L-Valine
- L-Valine benzyl ester 4-toluenesulfonate
- L-Valine benzyl ester hydrochloride
- L-Valine hydrochloride
- L-Valine methyl ester hydrochloride
- L-Valine N-carboxyanhydride
- L-Valine tert.butyl amide
- L-Valine tert-butyl ester hydrochloride
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Cas Database |
| Name |
L-Valine benzyl ester 4-toluenesulfonate |
EINECS | 240-702-6 |
| CAS No. | 16652-76-9 | Density | N/A |
| PSA | 115.07000 | LogP | 4.73590 |
| Solubility | N/A | Melting Point |
160-162 °C |
| Formula | C12H17NO2.C7H8O3S | Boiling Point | 285.5 °C at 760 mmHg |
| Molecular Weight | 379.477 | Flash Point | 143.7 °C |
| Transport Information | N/A | Appearance | Crystalline |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
O-Benzyl-L-valine toluene-p-sulphonate;Val-OBzl·TosOH;Val.obzl.tos;H-Val-OBzl·Tos;H-Val-OBzl.Tos; |
Article Data | 9 |
L-Valine benzyl ester 4-toluenesulfonate Synthetic route
- 104-15-4
toluene-4-sulfonic acid
- 138892-14-5
(S)-2-(Benzhydrylidene-amino)-3-methyl-butyric acid benzyl ester
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
| Conditions | Yield |
|---|---|
| In water; acetonitrile Ambient temperature; | 99% |
- 72-18-4
L-valine
- 104-15-4
toluene-4-sulfonic acid
- 100-51-6
benzyl alcohol
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
| Conditions | Yield |
|---|---|
| In toluene for 5h; Reflux; | 91% |
| In benzene Heating; | 90% |
| In cyclohexane; water for 4h; Dean-Stark; Reflux; | 88% |
| In benzene for 23h; Reflux; | |
| In water; toluene for 24h; Reflux; Dean-Stark; |
- 4070-48-8
L-Valine methyl ester
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 87 percent 2: 1) 20percent aq.NaOH, Bu4NHSO4 / 1) MeCN, r.t., 16 h, 2) CH2Cl2, r.t., 6 h 3: 99 percent / acetonitrile; H2O / Ambient temperature View Scheme |
- 138892-08-7
Methyl N-(diphenylmethylene)-L-valinate
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1) 20percent aq.NaOH, Bu4NHSO4 / 1) MeCN, r.t., 16 h, 2) CH2Cl2, r.t., 6 h 2: 99 percent / acetonitrile; H2O / Ambient temperature View Scheme |
- 21760-98-5
L-valine benzyl ester
- 104-15-4
toluene-4-sulfonic acid
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
| Conditions | Yield |
|---|---|
| In diethyl ether |
- 4530-20-5
BOC-glycine
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
- 66415-00-7
N-t-butoxycarbonylglycyl-L-valine benzyl ester
| Conditions | Yield |
|---|---|
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine | 100% |
| With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; | 94% |
| With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide 1.) 0 deg C, 2.) overnight, 4 deg C; | 89% |
| With 4-methyl-morpholine; isobutyl chloroformate 1.) THF, -15 deg C, 2.) DMF, a) -15 deg C, 30 min, b) r.t., 30 min.; Yield given. Multistep reaction; |
- 13734-41-3
t-Boc-L-valine
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
- 77443-49-3
(S)-benzyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-methylbutanoate
| Conditions | Yield |
|---|---|
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine | 100% |
| 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; |
- 15761-38-3
L-N-Boc-Ala
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
- 116798-35-7
Boc-L-Ala-L-Val-OBzl
| Conditions | Yield |
|---|---|
| With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine | 100% |
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
- 114772-54-2
4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile
- 137864-24-5
(S)-2-[(2'-cyanobiphenyl-4-ylmethyl)amino]-3-methylbutyric acid benzyl ester hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: L-valine benzyl ester p-toluenesulfonate salt With sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene; water at 20℃; pH=< 8.5 - 9; Large scale; Stage #2: 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 3.41667h; Large scale; Stage #3: With hydrogenchloride In 5,5-dimethyl-1,3-cyclohexadiene; water at 72℃; for 2h; Dean-Stark; Large scale; | 98% |
| Stage #1: L-valine benzyl ester p-toluenesulfonate salt; 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile With tetrabutylammomium bromide; potassium carbonate; potassium iodide In water; toluene at 50 - 55℃; for 25h; Stage #2: With hydrogenchloride In water; toluene pH=1 - 2; Product distribution / selectivity; | 90% |
| Stage #1: L-valine benzyl ester p-toluenesulfonate salt; 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile With tetrabutylammomium bromide; potassium carbonate; potassium iodide In water; toluene Stage #2: With hydrogenchloride In water; toluene pH=1 - 2; Product distribution / selectivity; | 90% |
- 16652-76-9
L-valine benzyl ester p-toluenesulfonate salt
- 2592-95-2
benzotriazol-1-ol
- 56218-01-0
1-ethyl-3-(3-(dimethylammonio)propyl)carbodiimide perchlorate
- 77-92-9
citric acid
- 135219-63-5
Boc-D-Leu-Val-OBn
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane; water | 97.8% |
L-Valine benzyl ester 4-toluenesulfonate Chemical Properties
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IUPAC Name: Benzyl (2S)-2-amino-3-methylbutanoate; 4-methylbenzenesulfonic acid
Molecular Formula: C12H17NO2.C7H8O3S
Molecular Weight: 379.47 g/mol
Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)C(C(=O)OCC1=CC=CC=C1)N
InChI: InChI=1S/C12H17NO2.C7H8O3S/c1-9(2)11(13)12(14)15-8-10-6-4-3-5-7-10;1-6-2-4-7(5-3-6)11(8,9)10/h3-7,9,11H,8,13H2,1-2H3;2-5H,1H3,(H,8,9,10)/t11-;/m0./s1
EINECS: 240-702-6
Product Categories: Amino Acid Derivatives; Amino Acids; Valine [Val, V]; Amino ester; Amino Acid Derivatives; Peptide Synthesis; Valine; Amino Acids; I - ZPeptide Synthesis; Modified Amino Acids
H-Bond Donor: 2
H-Bond Acceptor: 6
Flash Point: 143.7 °C
Enthalpy of Vaporization: 52.45 kJ/mol
Boiling Point: 285.5 °C at 760 mmHg
Melting Point: 160-162 °C
alpha: -3.7 °(c=3.2% in methanol)
storage temperature: -20 °C
Vapour Pressure of L-Valine benzyl ester 4-toluenesulfonate (CAS NO.16652-76-9): 0.0028 mmHg at 25 °C
L-Valine benzyl ester 4-toluenesulfonate Safety Profile
Safety Statements: 22-24/25
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany of L-Valine benzyl ester 4-toluenesulfonate (CAS NO.16652-76-9): 3
L-Valine benzyl ester 4-toluenesulfonate Specification
L-Valine benzyl ester 4-toluenesulfonate (CAS NO.16652-76-9), its Synonyms are O-Benzyl-L-valine toluene-p-sulphonate ; Benzyl L-valinate p-toluenesulfonate ; H-Val-obzl p-tosylate ; H-Val-obzl tos ; H-Val-obzl tos-oh ; L-Valline benzyl ester p-toluenesulfonate salt ; L-Valine benzyl ester 4-toluenesulfonate salt ; L-Valine benzyl ester p-toluenesulfonate ; L-Valine benzyl ester p-toluenesulfonate salt . It is crystalline.
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