DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
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inquiryUnique advantages of Boc-L-Tyrosine methyl ester Cas 4326-36-7 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:cool dry place Package:1kg/foil bag;25kg/dru
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inquiryDensity: 1.169 ± 0.06 g/cm3 (Predicted) Melting point: 100-104 ° C (lit.) Boiling point: 452.7 ± 40.0 ° C (Predicted) Specific rotation: 51 º (c=1 in chloroform) Flash point: 227.6 ° C Steam pressure: 8.19E-09mmHg at 25
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inquiryProduct Name Boc-Tyr- OMe CAS No. 4326-36-7 Synonyms N-tert-Butoxycarbonyl-L-tyrosine methyl ester Purity 98.0% min Molecular Formula C15H21NO5 Molecular Weight 295.3 Appe
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inquiryBoc-L-Tyrosine methyl ester CAS:4326-36-7 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organi
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
About Product Details
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The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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inquiryBoc-L-Tyrosine methyl ester Chemical Properties Melting point 100-104 °C(lit.) alpha 51 º (c=1 in chloroform) Boiling point 452.7±40.0 °C(Predicted) density 1.169±0.06 g/cm3(Predicted) refractive index 5
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
Product name: BOC-D-Tyr-OH CAS No.:4326-36-7 Molecule Formula:C15H21NO5 Molecule Weight:295.33 Purity: 99.0% Package: 25kg/drum Description:White to off-white crystalline powder Manufacture Standards:Enterprise Standard
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inquiry1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
Wuhu Nuovo Chemical Technology Co., Ltd. was established in August 2014, mainly engaged in the development, production and sales of ionic liquids, ribose, nucleosides, nucleotides and related chemicals; Products are mainly used in new energy, new ma
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High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use
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inquirydi-tert-butyl dicarbonate
L-Tyr-OMe
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol at 20℃; for 15h; | 100% |
With triethylamine In dichloromethane | 100% |
In tetrahydrofuran at 20℃; for 14.1667h; | 97% |
di-tert-butyl dicarbonate
L-tyrosine methyl ester HCl
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With TEA In N,N-dimethyl-formamide at 60℃; for 0.5h; | 100% |
With triethylamine In methanol at 0 - 20℃; for 2.25h; | 100% |
Stage #1: L-tyrosine methyl ester HCl With triethylamine In dichloromethane at 0℃; for 0.5h; Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; | 99% |
Boc-Tyr-OH
methyl iodide
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.566667h; Inert atmosphere; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 88% |
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 25℃; for 20h; | 85% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 65% |
With sodium hydrogencarbonate In N,N-dimethyl-formamide for 5h; |
Boc-Tyr-OH
dimethyl sulfate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran for 2h; Methylation; esterification; Heating; | 100% |
methanol
di-tert-butyl dicarbonate
L-tyrosine
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: methanol; L-tyrosine With thionyl chloride for 3h; Inert atmosphere; Heating; Stage #2: di-tert-butyl dicarbonate With triethylamine In methanol for 20h; Inert atmosphere; | 100% |
Stage #1: methanol; L-tyrosine With thionyl chloride Heating; Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; Further stages.; |
methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(prop-2-en-1-yloxy)phenyl]-propanoate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With dimethylamine borane; tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 20℃; deallylation; | 90% |
With tetrakis(triphenylphosphine) palladium(0); phenylsilane In dichloromethane Ambient temperature; | 77% |
With cisplatin In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 24h; pH=7.4; |
3,6-di(2'-pyridyl)-1,2,4,5-tetrazine
A
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
B
3,6-di(pyridin-2'-yl)-s-tetrazine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 72h; Inert atmosphere; | A 68% B 65% |
N-(tert-butoxycarbonyl)-4-iodo-L-phenylalanine methyl ester
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With oxygen; triethylamine In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation; | 58% |
4-bromo-phenol
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With iodine; zinc In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Stage #2: 4-bromo-phenol With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 50℃; for 3h; Negishi coupling; Inert atmosphere; | 51% |
Stage #1: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With iodine; zinc In N,N-dimethyl-formamide for 0.0833333h; Stage #2: 4-bromo-phenol With tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 50℃; for 2h; Negishi cross-coupling; Further stages.; | 23% |
4-Iodophenol
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester
A
(2S,5S)-2,5-bis-tert-butoxycarbonylaminohexane-1,6-dioic acid dimethyl ester
B
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; dichloro bis((p-dimethylaminophenyl)-ϖ-di-tert-butylphosphine)palladium(II); zinc In water at 65℃; for 4h; Negishi coupling reaction; Inert atmosphere; | A n/a B 35% |
N-(tert-butyloxycarbonyl) azide
L-Tyr-OMe
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With pyridine |
N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 2h; Hydrogenolysis; | |
With pyridine; hydrogen; palladium on activated charcoal In methanol at 20℃; Product distribution; Further Variations:; Reagents; time, other benzyl ethers; |
4-(4-benzyloxyphenyl) iodide
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester
A
(S)-N-(tert-butoxycarbonyl)alanine methyl ester
B
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: 4-(4-benzyloxyphenyl) iodide; N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With dichlorobis(tri-O-tolylphosphine)palladium; zinc In tetrahydrofuran; N,N-dimethyl acetamide at 60℃; for 3h; Condensation; Stage #2: With hydrogen; palladium on activated charcoal In tetrahydrofuran at 20℃; for 21h; Hydrogenolysis; | A n/a B 1.80 g |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
natural kaolinitic clay In methanol at 25℃; for 0.5h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / SOCl2 2: 85 percent / Et3N View Scheme | |
Multi-step reaction with 2 steps 1: thionyl chloride / 20 h / Heating 2: triethylamine / methanol / 17 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: thionyl chloride / 0 - 20 °C / Inert atmosphere 2: sodium hydrogencarbonate / tetrahydrofuran; methanol / 20 °C / Inert atmosphere View Scheme |
di-tert-butyl dicarbonate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / hexane / 8 h / 20 °C 2: 76 percent / 1,2-dimethoxy-ethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 92 percent / benzene / 6 h / 20 °C 2: 76 percent / 1,2-dimethoxy-ethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 9.8 g / Et3N / H2O; dioxane / 0 deg C, 30 min; 25 deg C, 24 h 2: 85 percent / NaHCO3 / dimethylformamide / 20 h / 25 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 96 percent / HgO; I2 / CH2Cl2 / 26 h / 20 °C 2.1: Zn; PdCl2[P(o-tol)3]2 / tetrahydrofuran; N,N-dimethyl-acetamide / 3 h / 60 °C 2.2: 1.80 g / H2 / Pd/C / tetrahydrofuran / 21 h / 20 °C View Scheme |
O-benzyl-N-tert-butoxycarbonyl-L-tyrosine
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / dimethylformamide / 15 h / 20 °C 2: H2 / Pd/C / methanol / 2 h / 20 °C View Scheme |
di-tert-butyl dicarbonate
L-Tyr-OMe
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol at 20℃; for 15h; | 100% |
With triethylamine In dichloromethane | 100% |
In tetrahydrofuran at 20℃; for 14.1667h; | 97% |
di-tert-butyl dicarbonate
L-tyrosine methyl ester HCl
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With TEA In N,N-dimethyl-formamide at 60℃; for 0.5h; | 100% |
With triethylamine In methanol at 0 - 20℃; for 2.25h; | 100% |
Stage #1: L-tyrosine methyl ester HCl With triethylamine In dichloromethane at 0℃; for 0.5h; Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; | 99% |
Boc-Tyr-OH
methyl iodide
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.566667h; Inert atmosphere; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 88% |
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 25℃; for 20h; | 85% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 65% |
With sodium hydrogencarbonate In N,N-dimethyl-formamide for 5h; |
Boc-Tyr-OH
dimethyl sulfate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran for 2h; Methylation; esterification; Heating; | 100% |
methanol
di-tert-butyl dicarbonate
L-tyrosine
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: methanol; L-tyrosine With thionyl chloride for 3h; Inert atmosphere; Heating; Stage #2: di-tert-butyl dicarbonate With triethylamine In methanol for 20h; Inert atmosphere; | 100% |
Stage #1: methanol; L-tyrosine With thionyl chloride Heating; Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; Further stages.; |
methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(prop-2-en-1-yloxy)phenyl]-propanoate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With dimethylamine borane; tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 20℃; deallylation; | 90% |
With tetrakis(triphenylphosphine) palladium(0); phenylsilane In dichloromethane Ambient temperature; | 77% |
With cisplatin In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 24h; pH=7.4; |
methanol
di-tert-butyl dicarbonate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: methanol; L-tyrosine With thionyl chloride at 0℃; for 3h; Heating / reflux; Stage #2: di-tert-butyl dicarbonate With triethylamine In acetonitrile at 20℃; for 1.5h; Stage #3: With sodium hydrogen sulfate; sodium carbonate more than 3 stages; | 90% |
Stage #1: methanol; L-tyrosine With thionyl chloride for 3h; Heating / reflux; Stage #2: di-tert-butyl dicarbonate With triethylamine In acetonitrile at 20℃; for 1.5h; | 90% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at 20℃; for 1h; | 86% |
Conditions | Yield |
---|---|
With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 7h; Inert atmosphere; | 85% |
With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane for 21h; | 78% |
With acetyl chloride for 0.75h; Reflux; | 71% |
With ammonium cerium(IV) nitrate at 25℃; | 62% |
With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 7h; | 56% |
methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; carbon monoxide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 70℃; for 5h; Reagent/catalyst; | 84.7% |
di-tert-butyl dicarbonate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: L-tyrosine methyl ester hydrochloride With potassium hydrogencarbonate In water at 20℃; for 1.5h; Stage #2: di-tert-butyl dicarbonate In water; acetone at 20℃; for 0.5h; | 84% |
4-Iodophenol
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With iodine; zinc In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Stage #2: p-Iodophenol With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 20℃; Negishi coupling; Inert atmosphere; | 82% |
Stage #1: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With chloro-trimethyl-silane; zinc In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: p-Iodophenol With tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium (0) In N,N-dimethyl-formamide at 20℃; Further stages.; | 106 mg |
C20H29NO7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With bismuth(III) bromide; water In acetonitrile at 65℃; for 12h; | 82% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 38 - 40℃; | 82% |
L-tyrosine methyl ester HCl
1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline
A
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane at 20℃; | A 76% B n/a |
3,6-di(2'-pyridyl)-1,2,4,5-tetrazine
A
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
B
3,6-di(pyridin-2'-yl)-s-tetrazine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 72h; Inert atmosphere; | A 68% B 65% |
N-(tert-butoxycarbonyl)-4-iodo-L-phenylalanine methyl ester
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With oxygen; triethylamine In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation; | 58% |
4-bromo-phenol
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With iodine; zinc In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Stage #2: 4-bromo-phenol With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 50℃; for 3h; Negishi coupling; Inert atmosphere; | 51% |
Stage #1: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With iodine; zinc In N,N-dimethyl-formamide for 0.0833333h; Stage #2: 4-bromo-phenol With tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide at 50℃; for 2h; Negishi cross-coupling; Further stages.; | 23% |
4-Iodophenol
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester
A
(2S,5S)-2,5-bis-tert-butoxycarbonylaminohexane-1,6-dioic acid dimethyl ester
B
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; dichloro bis((p-dimethylaminophenyl)-ϖ-di-tert-butylphosphine)palladium(II); zinc In water at 65℃; for 4h; Negishi coupling reaction; Inert atmosphere; | A n/a B 35% |
N-(tert-butyloxycarbonyl) azide
L-Tyr-OMe
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With pyridine |
N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 2h; Hydrogenolysis; | |
With pyridine; hydrogen; palladium on activated charcoal In methanol at 20℃; Product distribution; Further Variations:; Reagents; time, other benzyl ethers; |
4-(4-benzyloxyphenyl) iodide
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester
A
(S)-N-(tert-butoxycarbonyl)alanine methyl ester
B
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Stage #1: 4-(4-benzyloxyphenyl) iodide; N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester With dichlorobis(tri-O-tolylphosphine)palladium; zinc In tetrahydrofuran; N,N-dimethyl acetamide at 60℃; for 3h; Condensation; Stage #2: With hydrogen; palladium on activated charcoal In tetrahydrofuran at 20℃; for 21h; Hydrogenolysis; | A n/a B 1.80 g |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
natural kaolinitic clay In methanol at 25℃; for 0.5h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / SOCl2 2: 85 percent / Et3N View Scheme | |
Multi-step reaction with 2 steps 1: thionyl chloride / 20 h / Heating 2: triethylamine / methanol / 17 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: thionyl chloride / 0 - 20 °C / Inert atmosphere 2: sodium hydrogencarbonate / tetrahydrofuran; methanol / 20 °C / Inert atmosphere View Scheme |
di-tert-butyl dicarbonate
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / hexane / 8 h / 20 °C 2: 76 percent / 1,2-dimethoxy-ethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 92 percent / benzene / 6 h / 20 °C 2: 76 percent / 1,2-dimethoxy-ethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 9.8 g / Et3N / H2O; dioxane / 0 deg C, 30 min; 25 deg C, 24 h 2: 85 percent / NaHCO3 / dimethylformamide / 20 h / 25 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 96 percent / HgO; I2 / CH2Cl2 / 26 h / 20 °C 2.1: Zn; PdCl2[P(o-tol)3]2 / tetrahydrofuran; N,N-dimethyl-acetamide / 3 h / 60 °C 2.2: 1.80 g / H2 / Pd/C / tetrahydrofuran / 21 h / 20 °C View Scheme |
O-benzyl-N-tert-butoxycarbonyl-L-tyrosine
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 73 percent / dimethylformamide / 15 h / 20 °C 2: H2 / Pd/C / methanol / 2 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: conc. HCl / 24 h / Ambient temperature 2: 93 percent / NaHCO3 / CH2Cl2 / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: 9.8 g / Et3N / H2O; dioxane / 0 deg C, 30 min; 25 deg C, 24 h 2: 85 percent / NaHCO3 / dimethylformamide / 20 h / 25 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / 3A sieves, HCl (gas) / 2.5 h / Heating 2: 100 percent / TEA / dimethylformamide / 0.5 h / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: 95 percent / HCl (gas) / 2 h / 25 °C 2: 72 percent / tetrahydrofuran / 2 h / 25 °C View Scheme |
trifluoromethylsulfonic anhydride
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 5℃; for 2.5h; | 100% |
With 2,6-dimethylpyridine In dichloromethane at 0℃; | 99% |
With 4-methyl-morpholine In dichloromethane at -15 - -5℃; for 2.16667h; | 98% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
benzyl bromide
N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetone for 4h; Heating; | 100% |
With potassium carbonate In acetone for 24h; Heating; | 99% |
With potassium carbonate; potassium iodide In acetone Reflux; | 99% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
[[6-bromo-7-(methoxymethoxy)coumarin-4-yl]methoxy]carbonyl chloride
O-[[[6-bromo-7-(methoxymethoxy)coumarin-4-yl]methoxy]carbonyl]-N-tert-butoxycarbonyl-L-tyrosine methyl ester
Conditions | Yield |
---|---|
With dmap In acetonitrile at 20℃; for 0.25h; | 100% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
3-(tert-butyldimethylsilyloxy)propyl bromide
(S)-methyl 2-(tert-butoxycarbonylamino)-3-(4-(3-(tert-butyldimethylsilyloxy)propoxy)-phenyl)propanoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 19h; | 100% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
1-bromoacetone
N-(tert-Butyloxycarbonyl)-O-(2-oxopropyl)-L-tyrosine methyl ester
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetone Reflux; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 19h; Inert atmosphere; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 30% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 19h; |
4-(bromomethyl)-2-fluoropyridine
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 17h; Williamson Ether Synthesis; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; for 19h; Reflux; | 100% |
ethyl bromide
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
O-ethyl-N-tert-butoxycarbonyl-L-tyrosine methyl ester
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 30℃; for 5h; Large scale; | 99.7% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
tert-butyldimethylsilyl chloride
methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-((tert-butyldimethylsilyl)-oxy)phenyl)propanoate
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 6h; | 99% |
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; | 99% |
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 6h; | 93% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
allyl bromide
methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(prop-2-en-1-yloxy)phenyl]-propanoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20h; | 99% |
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; | 98% |
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; | 95% |
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
N-(tert-butyloxycarbonyl)-L-tyrosinol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; calcium chloride | 99% |
With sodium tetrahydroborate In methanol | 93% |
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran for 72h; Heating; | 73% |
With lithium aluminium tetrahydride In tetrahydrofuran at 5 - 10℃; for 96h; | 70% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 12h; Reflux; Inert atmosphere; | 69.6% |
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