Sichuan Tongsheng is the most strongest manufacturer and exporter of amino acids and their derivatives in China, we have the best quality and price. Guarantee high quality, competive price and reliable service. We fully compliance with ISO9001:2008,
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
Cas:13726-69-7
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inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
Cas:13726-69-7
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inquiryUnique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:Cool dry place Package:1kg/foill bag;25kg/drum Application:Pharmac
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inquiryHebei yanxi chemical co. LTD. has expanded a compositive entity from initially only as a small manufacturer. The company dedicated to the development, production and marketing of chemicals. After many years of efforts, we have established stable
Cas:13726-69-7
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inquiryhigh quality Appearance:White or off white powder Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
Cas:13726-69-7
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inquiryThe 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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inquiry1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
Cas:13726-69-7
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inquiryShanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
Cas:13726-69-7
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inquiry
Cas:13726-69-7
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inquiryWhy is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c
Cas:13726-69-7
Min.Order:25 Kilogram
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inquiryNow we would like to update our product list for you, kindly check the below information: 1. Catalyst series ( such as Noble Metal Catalyst, Phosphorous ligand, etc ) 2. Pharmaceutical Intermediate ( such as diabtes series, Anti
Cas:13726-69-7
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inquiryOur Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
Cas:13726-69-7
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inquiryWITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et
Cas:13726-69-7
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inquiryProduct Name Boc-Hyp CAS No. 13726-69-7 Synonyms boc-L-hydroxyproline Purity 98.0% min Molecular Formula C10H17NO5 Molecular Weight 231.25 Appearance: white powder Storage:
Appearance:White to off-white powder Storage:room temperature Package:25kg/drum Application:Boc-Hyp-OH is used in the preparation of hydroxyproline derivatives. It is an intermediate in the synthesis of Fosinopril-d5 Sodium Salt (F727803), the labe
Cas:13726-69-7
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inquiry1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized
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inquiryOur company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese
Cas:13726-69-7
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FOB Price: $190.0 / 192.0
Type:Trading Company
inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
Cas:13726-69-7
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inquiryAbout Product Details
Cas:13726-69-7
Min.Order:500 Kilogram
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Type:Lab/Research institutions
inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/1713.html Product Name Boc-L-Hydroxyproline CAS No. 13726-69-7
Cas:13726-69-7
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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
Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We
Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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Cas:13726-69-7
Min.Order:1 Gram
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiryWe are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov
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inquiryProduct name: BOC-4-Hydroxy-L-Proline CAS No.:13726-69-7 Molecule Formula:C10H17NO5 Molecule Weight:231.25 Purity: 99.0% Package: 25kg/drum Description:White or off-white crystalline powder Manufacture Standards:Enterprise Standard
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Min.Order:1 Kilogram
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Type:Trading Company
inquiryProduct Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
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Min.Order:1 Gram
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inquirydi-tert-butyl dicarbonate
4R-4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water; acetone at 50℃; for 1h; | 100% |
In tetrahydrofuran; water at 20℃; for 12h; | 100% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; | 100% |
di-tert-butyl dicarbonate
4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; ethyl acetate | 96% |
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With water; lithium hydroxide In methanol at 20℃; for 1h; | 58% |
With sodium hydroxide In tetrahydrofuran at 0℃; for 19h; | |
Stage #1: 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate With water; sodium hydroxide In methanol for 4h; Stage #2: With citric acid In methanol; water pH=3; Product distribution / selectivity; | |
Stage #1: 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate With methanol; water; lithium hydroxide at 20℃; Inert atmosphere; Stage #2: With hydrogenchloride In water; acetonitrile for 0.166667h; Cooling with ice bath; Inert atmosphere; |
tert-butyldicarbonate
4R-4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; | 97% |
With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 16h; | 89% |
With sodium hydrogencarbonate In water |
4R-4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
In water | 95% |
(2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate With water; sodium hydroxide In methanol for 6h; Stage #2: With citric acid In methanol; water pH=3; |
di-tert-butyl dicarbonate
4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
In sodium hydroxide; hexane; water; tert-butyl alcohol | |
In sodium hydroxide; hexane; water; tert-butyl alcohol | |
In sodium hydroxide; hexane; water; tert-butyl alcohol | |
In sodium hydroxide; hexane; water; tert-butyl alcohol |
water
4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane |
dipercarbonate de O,O-t-butyle
4R-4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide; ammonium chloride In tetrahydrofuran; water |
(2R)-1-benzyloxy-2-hydroxy-pent-4-yne
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: hydrogen / Pd/CaCO3 / ethyl acetate 2: di-isopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 12 h / -20 °C 3: hydrazine / ethanol / 6 h / Heating 4: Et3N / CH2Cl2 5: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C 6: Et3N / CH2Cl2 7: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 8: K2CO3 / methanol View Scheme |
N-tert-butoxycarbonyl-4-oxo-L-proline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 90 percent / sodium borohydride / methanol / 3.5 h / 0 °C 2: 62 percent / aq. NaOH / diethyl ether / 24 h 3: 36 percent / lithium triethylborodeuteride / tetrahydrofuran / 24 h / Heating 4: trifluoroacetic acid / 0.5 h 5: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation 6: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h View Scheme |
N-tert-butoxycarbonyl-L-cis-4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 62 percent / aq. NaOH / diethyl ether / 24 h 2: 36 percent / lithium triethylborodeuteride / tetrahydrofuran / 24 h / Heating 3: trifluoroacetic acid / 0.5 h 4: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation 5: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h View Scheme |
(2S,4R)-<4-2H1>-proline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation 2: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h View Scheme |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: trifluoroacetic acid / 0.5 h 2: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation 3: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h View Scheme |
N-Boc-D-cis-4-(p-toluenesulfonyloxy)proline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 36 percent / lithium triethylborodeuteride / tetrahydrofuran / 24 h / Heating 2: trifluoroacetic acid / 0.5 h 3: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation 4: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h View Scheme |
(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 73 percent / N-bromosuccinimide / tetrahydrofuran / 0.33 h / 0 °C 2: 100 percent / K2CO3 / 0.5 h / 0 °C 3: 1) 0.5 N NaOH, 2) dl-10-camphorsulfonic acid / 1) THF, 0 deg C, 14 h, 2) CH2Cl2, RT, 20 h 4: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min 5: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature 6: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h 7: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C View Scheme |
(2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 100 percent / K2CO3 / 0.5 h / 0 °C 2: 1) 0.5 N NaOH, 2) dl-10-camphorsulfonic acid / 1) THF, 0 deg C, 14 h, 2) CH2Cl2, RT, 20 h 3: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min 4: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature 5: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h 6: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C View Scheme |
(2S,4R)-2-tert-butoxycarbonylamino-4-hydroxymethyl-4-butanolide
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min 2: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature 3: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h 4: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C View Scheme |
(2S,4R)-2-(tert-butoxycarbonyl)amino-4-formyl-γ-butyrolactone
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature 2: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h 3: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C View Scheme |
(2S,4S)-2-(tert-butoxycarbonyl)amino-3,4-epoxypentanoic acid methyl ester
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1) 0.5 N NaOH, 2) dl-10-camphorsulfonic acid / 1) THF, 0 deg C, 14 h, 2) CH2Cl2, RT, 20 h 2: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min 3: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature 4: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h 5: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C View Scheme |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h 2: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C View Scheme |
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With potassium carbonate In methanol |
(R)-1-benzyloxypent-4-en-2-ol
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: di-isopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 12 h / -20 °C 2: hydrazine / ethanol / 6 h / Heating 3: Et3N / CH2Cl2 4: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C 5: Et3N / CH2Cl2 6: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 7: K2CO3 / methanol View Scheme |
(S)-1-(benzyloxy)pent-4-en-2-amine
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: Et3N / CH2Cl2 2: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C 3: Et3N / CH2Cl2 4: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 5: K2CO3 / methanol View Scheme |
N-((S)-1-Benzyloxymethyl-but-3-enyl)-benzamide
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C 2: Et3N / CH2Cl2 3: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 4: K2CO3 / methanol View Scheme |
O-benzyl-(2S,4R)-4-benzoyloxyprolinol
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Et3N / CH2Cl2 2: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 3: K2CO3 / methanol View Scheme |
2-((S)-1-Benzyloxymethyl-but-3-enyl)-isoindole-1,3-dione
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: hydrazine / ethanol / 6 h / Heating 2: Et3N / CH2Cl2 3: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C 4: Et3N / CH2Cl2 5: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 6: K2CO3 / methanol View Scheme |
(2S,4R)-4-Benzoyloxy-2-benzyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 2: K2CO3 / methanol View Scheme |
4R-4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With triethylamine |
N-(tert-butyloxycarbonyl) azide
4R-4-hydroxyproline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
diazomethane
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
Conditions | Yield |
---|---|
In methanol | 100% |
In methanol; diethyl ether | 100% |
In tetrahydrofuran | 96% |
benzyl bromide
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere; Stage #2: benzyl bromide In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 6h; Inert atmosphere; chemoselective reaction; | 100% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere; Stage #2: benzyl bromide In tetrahydrofuran; mineral oil Inert atmosphere; | 90% |
With sodium hydride; 18-crown-6 ether 1.) THF, 0 degC, 1 h, and 30 min, RT, 2.) 0 degC, 1 h and 50 degC, overnight, THF; Yield given. Multistep reaction; |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
N-methyl-N-(phenylmethyl)-L-phenylalaninamide hydrochloride
Boc-(2S,4R)Hyp-Phe-NMeBzl
Conditions | Yield |
---|---|
With benzotriazol-1-ol In dichloromethane Ambient temperature; | 100% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
tert-butyl (2S,4R)-2-(aminocarbonyl)-4-hydroxypyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 6h; Stage #2: With ammonium hydroxide In acetonitrile at 0 - 20℃; for 1.5h; | 100% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.166667h; Inert atmosphere; Stage #2: With ammonia In tetrahydrofuran; water at -15 - 5℃; for 2h; | 86% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -10℃; for 1h; Stage #2: With ammonia In tetrahydrofuran; water at -5 - 20℃; for 2h; | 59% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; Stage #2: With ammonium hydroxide In acetonitrile | |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 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 dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: With ammonium chloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
diazomethyl-trimethyl-silane
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
Conditions | Yield |
---|---|
In methanol at 0℃; for 1h; | 100% |
In methanol; hexane; benzene at 20℃; for 1h; | |
In tetrahydrofuran; methanol; toluene at -78 - 23℃; for 0.166667h; Inert atmosphere; |
7-chloro-5-pyridin-2-ylthieno[3,2-b]pyridine
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-1-(tert-butoxycarbonyl)-4-(5-(pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 70h; | 100% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide for 2h; Stage #2: 7-chloro-5-pyridin-2-ylthieno[3,2-b]pyridine In dimethyl sulfoxide at 30℃; for 90h; Stage #3: With hydrogenchloride In water pH=4.5; | 57% |
1-chloro-6-methoxyisoquinoline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-1-(tert-butoxycarbonyl)-4-((6-methoxyisoquinolin-1-yl)oxy)pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 2h; Stage #2: 1-chloro-6-methoxyisoquinoline In dimethyl sulfoxide at 20℃; for 12h; | 100% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h; Stage #2: 1-chloro-6-methoxyisoquinoline In dimethyl sulfoxide at 20℃; for 12h; | 99% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 10 - 20℃; for 0.5h; Stage #2: 1-chloro-6-methoxyisoquinoline In dimethyl sulfoxide at 20℃; for 12h; | 99% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
allyl bromide
(2S,4R)-4-(but-3-en-1-yloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere; Stage #2: allyl bromide In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 6h; Inert atmosphere; chemoselective reaction; | 100% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid; allyl bromide With sodium hydride In N,N-dimethyl-formamide at -25 - 20℃; Stage #2: With sodium hydroxide In methanol at 0 - 20℃; | 67% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydroxide In tetrahydrofuran; mineral oil at 20℃; for 1h; Inert atmosphere; Stage #2: allyl bromide With 18-crown-6 ether In tetrahydrofuran; mineral oil at 20 - 50℃; |
1,3-dichloroisoquinoline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
C19H21ClN2O5
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃; for 0.5h; Stage #2: 1,3-dichloroisoquinoline In DMF (N,N-dimethyl-formamide) at 20℃; for 12h; | 99.8% |
1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With triethylamine In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: 1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine In N,N-dimethyl-formamide at 20℃; | 99.49% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide for 15h; | 98% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 15h; | 98% |
1-ethyl-cyclopropane-sulfonic acid [1(R)-amino-2(S)-vinyl-cyclopropanecarbonyl]-amide hydrochloride
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
2(S)-[1(R)-(1-ethyl-cyclopropanesulfonylaminocarbonyl)-2(S)-vinyl-cyclopropylcarbamoyl]-4(R)-hydroxy-N-Boc-pyrrolidone
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 1h; | 99% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
1-bromo-3-phenylprop-2-yne
C19H23NO5
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride at 20℃; for 1h; Stage #2: 1-bromo-3-phenylprop-2-yne for 16h; Heating / reflux; | 99% |
methanol
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
L-4-hydroxyproline methyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride at 20℃; for 12h; | 99% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
1-bromomethyl-4-bromobenzene
C17H22BrNO5
Conditions | Yield |
---|---|
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 99% |
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 99% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
benzyl-methyl-amine
(2S,4R)-2-(Benzyl-methyl-carbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 6h; | 98% |
4-chloro-7-methoxy-2-phenylquinoline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-1-(tert-butoxycarbonyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 1.5h; Stage #2: 4-chloro-7-methoxy-2-phenylquinoline In dimethyl sulfoxide for 25h; | 98% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 1.5h; Stage #2: 4-chloro-7-methoxy-2-phenylquinoline In dimethyl sulfoxide for 25h; | 98% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 1.5h; Stage #2: 4-chloro-7-methoxy-2-phenylquinoline In dimethyl sulfoxide for 24h; Stage #3: pH=4.6; Acidic aqueous solution; | 98% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
tert-butyldimethylsilyl chloride
methyl iodide
(2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-methylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid; methyl iodide With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 5h; Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 2h; | 98% |
1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.0833333h; Stage #2: [4-(4-methyl-1,3-thiazol-5-yl)phenyl]methanamine In N,N-dimethyl-formamide for 15h; | 98% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
2’-methyl-2’-propanyl (1S,4S)-3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h; Mitsunobu reaction; | 97% |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 20h; Mitsunobu Displacement; Inert atmosphere; | 87% |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran | 82% |
(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; | 97% |
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; | 96% |
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; | 96% |
(1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid ethyl ester tosylate salt
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; for 4.5h; | 97% |
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; | 89% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
tert-butylchlorodiphenylsilane
trans-4-tert-butyldiphenylsiloxy-N-Boc-L-proline carboxylic acid
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 50℃; for 4h; Reflux; | 97% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
tert-butyl (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With borane-THF In tetrahydrofuran at 0 - 20℃; for 4.25h; Stage #2: With methanol In tetrahydrofuran at 20℃; for 62h; | 96% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With borane-THF In tetrahydrofuran at 0 - 20℃; for 4.25h; Stage #2: With methanol In tetrahydrofuran at 0 - 20℃; for 62h; | 96% |
With borane-THF at 0℃; for 1h; Inert atmosphere; | 96% |
1-chloroisoquinoline
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
4-(isoquinoline-1-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: 1-chloroisoquinoline; (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0 - 20℃; for 25.7167h; Stage #2: Stage #3: With hydrogenchloride In water | 96% |
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 10 - 20℃; for 0.5h; Stage #2: 1-chloroisoquinoline In dimethyl sulfoxide at 20℃; for 12h; Stage #3: With citric acid In water; dimethyl sulfoxide at 0℃; Product distribution / selectivity; | 92% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; Product distribution / selectivity; | 96% |
With 4-methyl-morpholine; HATU In dichloromethane at 20℃; for 18h; | 94% |
With 4-methyl-morpholine; HATU In dichloromethane at 20℃; for 18h; | 94% |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
1-iodo-propane
(2S,4R)-1-(tert-butoxycarbonyl)-4-propoxypyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere; Stage #2: 1-iodo-propane In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 24h; Inert atmosphere; chemoselective reaction; | 96% |
1-(bromomethyl)-4-vinylbenzene
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere; Stage #2: 1-(bromomethyl)-4-vinylbenzene In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 24h; Inert atmosphere; chemoselective reaction; | 96% |
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