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CAS No. : | 349-46-2 | MDL No. : | MFCD00002610 |
Formula : | C6H12N2O4S2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LEVWYRKDKASIDU-QWWZWVQMSA-N |
M.W : | 240.30 | Pubchem ID : | 6857538 |
Synonyms : |
|
Num. heavy atoms : | 14 |
Num. arom. heavy atoms : | 0 |
Fraction Csp3 : | 0.67 |
Num. rotatable bonds : | 7 |
Num. H-bond acceptors : | 6.0 |
Num. H-bond donors : | 4.0 |
Molar Refractivity : | 55.1 |
TPSA : | 177.24 Ų |
GI absorption : | Low |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -11.37 cm/s |
Log Po/w (iLOGP) : | 0.38 |
Log Po/w (XLOGP3) : | -5.08 |
Log Po/w (WLOGP) : | -0.81 |
Log Po/w (MLOGP) : | -5.83 |
Log Po/w (SILICOS-IT) : | -1.33 |
Consensus Log Po/w : | -2.53 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 1.0 |
Egan : | 1.0 |
Muegge : | 2.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | 2.33 |
Solubility : | 51700.0 mg/ml ; 215.0 mol/l |
Class : | Highly soluble |
Log S (Ali) : | 2.0 |
Solubility : | 23900.0 mg/ml ; 99.6 mol/l |
Class : | Highly soluble |
Log S (SILICOS-IT) : | 0.95 |
Solubility : | 2170.0 mg/ml ; 9.02 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 3.39 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
beim selektiven anaeroben Abbau durch Escherichia coli; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; bromine | ||
With bromine In water |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride 1.) 12 h; Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With thionyl chloride at 0 - 20℃; | 19 Example 19 meso-C ystine dimethyl ester dihydrochloride (LH1728) D-Cystine-OH (500 mg, 2.1 mmol) was dissolved in 10 mL of methanol and cooled to 0 °C. Thionyl chloride (1 mL, 12.5 mmol) was added slowly to the solution then the reaction mixture was brought to room temperature and left to stir for overnight. The solvent was evaporated under reduced pressure then redissolved in chloroform and evaporated again under reduced pressure which was repeated twice to help getting rid of thionyl chloride. The white foamy residue was then dried on pump for overnight to give D-Cystine dimethyl ester dihydrochloride as a white solid (701 mg, 98%). 1H NMR (400 MHz, D2O) d 3.34-3.45 (m, 4H), 3.88 (s, 6H), 4.61 (b, 2H). 13C NMR (100 MHz, D2O) δ 169.13, 53.97, 51.56, 35.70. |
79% | With thionyl chloride at 20 - 70℃; for 5h; | |
With thionyl chloride Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonia; sodium 1.) 20 min, 2.) 45 min; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With ammonia; sodium |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With 60percent HClO4 at 20℃; for 48h; | |
72% | Stage #1: acetic acid tert-butyl ester; S,S-cystine With perchloric acid In water at 20℃; for 48h; Stage #2: With sodium hydroxide In water Cooling with ice; | 6 D-cystine (5.20 mmol) was dissolved in a 60% aqueous perchloric acid solution (2.1 mL), then, t-butyl acetate (12.6 mL) was dropwise added to the resulting solution, the mixture (reaction liquid) was stirred at room temperature for two days, the reaction liquid was ice-cooled and the pH value of the liquid was adjusted to a level of about 11 using a 4N aqueous sodium hydroxide solution. The temperature of the reaction liquid was brought back to room temperature, the reaction liquid was extracted 6 times with ethyl acetate (50 mL) and the resulting organic phases were combined together, followed by the drying of the combined organic phase over sodium sulfate and the subsequent concentration of the organic phase to thus give Compound 9 as an oily product.Yield: 72%. ESI MS m/z 353.2 (M+H)+ 1H NMR (400 MHz, CDCl3) δ: 1.48; (18H, s), 2.88; (2H, dd, J=8.0, 13.2 Hz), 3.14; (2H, dd, J=4.4, 13.2 Hz), 3.69; (2H, dd, J=4.4, 8.0 Hz) |
With perchloric acid at 25℃; for 48h; |
In perchloric acid at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With ammonia; sodium |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonia; sodium 1.) 20 min, 2.) 45 min; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With ammonia; sodium 1) -78 deg C, 1.5 h; 2) room temperature, overnight; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75.3% | With hydrogen bromide for 12h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | ||
With sodium hydroxide In tetrahydrofuran; water at 25℃; for 1h; | ||
With sodium hydroxide In tetrahydrofuran; water at 25℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With triethylamine In tetrahydrofuran; water at 25℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In tetrahydrofuran at 25℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: 79 percent / SOCl2 / 5 h / 20 - 70 °C 2.1: Et3N / CHCl3 2.2: 70 percent / CHCl3 / 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: aq. NaOH / tetrahydrofuran / 1 h / 25 °C 2: 1.25 g / dicyclohexylcarbodiimide; HOBt / pyridine / 24 h / -20 °C 3: Et2NH / acetonitrile / 1 h / 25 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: aq. NaOH / tetrahydrofuran / 1 h / 25 °C 2.1: 1.25 g / dicyclohexylcarbodiimide; HOBt / pyridine / 24 h / -20 °C 3.1: Et2NH / acetonitrile / 1 h / 25 °C 4.1: DMAP; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH2Cl2 / 0.5 h / 25 °C 4.2: 53 percent / CH2Cl2 / 24 h / 25 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: aq. NaOH / tetrahydrofuran / 1 h / 25 °C 2: 1.25 g / dicyclohexylcarbodiimide; HOBt / pyridine / 24 h / -20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 25 °C 2: pyridine; HOBt; DCC / 24 h / -20 °C | ||
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 25 °C 2: 76 percent / DCC; HOBt / pyridine / 24 h / -20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 90 percent / dicyclohexylcarbodiimide; Et3N / CH2Cl2 / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 90 percent / dicyclohexylcarbodiimide; Et3N / CH2Cl2 / 0 - 20 °C 2: 70 percent / aq. LiOH / methanol / 18 h / 5 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 90 percent / dicyclohexylcarbodiimide; Et3N / CH2Cl2 / 0 - 20 °C 2: 70 percent / aq. LiOH / methanol / 18 h / 5 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: thionyl chloride / Heating 2: 13.5 g / triethylamine / CHCl3 / 24 h / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
200.A (2S)-2-((tert-butoxycarbonyl)amino)-3-(cyclohexylmethylsulfanyl)propanoic acid EXAMPLE 200A (2S)-2-((tert-butoxycarbonyl)amino)-3-(cyclohexylmethylsulfanyl)propanoic acid The desired product was prepared by substituting cyclohexylmethyl bromide for 2-brompropane and D-cystine for D-homocystine in Example 123A. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium chloride In ammonia; water | 18.a (a) (a) H-D-Cys(MBzl)-OH 15 g of D-cystine are dissolved in approximately 1.5 liters of dry ammonia, and sodium metal is added while stirring and boiling until the solution is blue coloured. Decolouration is effected with a small amount of ammonium chloride, and 30 g of p-methoxybenzyl chloride are added dropwise while stirring and boiling. The reaction mixture is evaporated to dryness, the residue is dissolved in water and extraction is effected with ethyl acetate. The pH of the aqueous phase is adjusted to the isoelectric point (pH 5-6) with hydrochloric acid. Filtration, washing with water and drying are effected, whereby H-D-Cys(MBzl)-OH is obtained. M.P. 204° (decomp.); [α]D20 = -24° in 1N sodium hydroxide. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With sodium hydroxide In diethyl ether; ethanol; water at 0 - 20℃; | |
With sodium hydroxide at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dihydrogen peroxide at 20℃; Microbiological reaction; | ||
With sodium nitrate; 8,13-bis(vinyl)-3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropionic acid tin(IV) dichloride; 5′-d(TTTGGGTAGGGCGGGTTGGG)-3′ In aq. phosphate buffer at 20℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
34% | With hydrogenchloride; bromine In water at 65℃; for 0.666667h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With triethylsilane; trifluoroacetic acid at 25℃; for 48h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; water at 110℃; for 24h; | 2.3 Amino acid analysis General procedure: Samples were hydrolysed in 6N HCl at 110°C for 24h. The hydrolysates were evaporated, and the remaining materials dissolved in citric acid buffer solution, and then analysed using an automated amino acid analyzer (JLC-500V, JEOL Ltd., Tokyo, Japan). Samples were assayed three times and the averages were used to obtain amino acid compositions. In this study, the number of cysteine residues was obtained by first determining the number of cystine residues (a dimeric amino acid) then calculating cysteine from cystine. The number of tryptophan residues was not determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; water at 110℃; for 24h; | 2.3 Amino acid analysis General procedure: Samples were hydrolysed in 6N HCl at 110°C for 24h. The hydrolysates were evaporated, and the remaining materials dissolved in citric acid buffer solution, and then analysed using an automated amino acid analyzer (JLC-500V, JEOL Ltd., Tokyo, Japan). Samples were assayed three times and the averages were used to obtain amino acid compositions. In this study, the number of cysteine residues was obtained by first determining the number of cystine residues (a dimeric amino acid) then calculating cysteine from cystine. The number of tryptophan residues was not determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; water at 110℃; for 24h; | 2.3 Amino acid analysis General procedure: Samples were hydrolysed in 6N HCl at 110°C for 24h. The hydrolysates were evaporated, and the remaining materials dissolved in citric acid buffer solution, and then analysed using an automated amino acid analyzer (JLC-500V, JEOL Ltd., Tokyo, Japan). Samples were assayed three times and the averages were used to obtain amino acid compositions. In this study, the number of cysteine residues was obtained by first determining the number of cystine residues (a dimeric amino acid) then calculating cysteine from cystine. The number of tryptophan residues was not determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; water at 110℃; for 24h; | 2.3 Amino acid analysis General procedure: Samples were hydrolysed in 6N HCl at 110°C for 24h. The hydrolysates were evaporated, and the remaining materials dissolved in citric acid buffer solution, and then analysed using an automated amino acid analyzer (JLC-500V, JEOL Ltd., Tokyo, Japan). Samples were assayed three times and the averages were used to obtain amino acid compositions. In this study, the number of cysteine residues was obtained by first determining the number of cystine residues (a dimeric amino acid) then calculating cysteine from cystine. The number of tryptophan residues was not determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; water at 110℃; for 24h; | 2.3 Amino acid analysis General procedure: Samples were hydrolysed in 6N HCl at 110°C for 24h. The hydrolysates were evaporated, and the remaining materials dissolved in citric acid buffer solution, and then analysed using an automated amino acid analyzer (JLC-500V, JEOL Ltd., Tokyo, Japan). Samples were assayed three times and the averages were used to obtain amino acid compositions. In this study, the number of cysteine residues was obtained by first determining the number of cystine residues (a dimeric amino acid) then calculating cysteine from cystine. The number of tryptophan residues was not determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; water at 110℃; for 24h; | 2.3 Amino acid analysis General procedure: Samples were hydrolysed in 6N HCl at 110°C for 24h. The hydrolysates were evaporated, and the remaining materials dissolved in citric acid buffer solution, and then analysed using an automated amino acid analyzer (JLC-500V, JEOL Ltd., Tokyo, Japan). Samples were assayed three times and the averages were used to obtain amino acid compositions. In this study, the number of cysteine residues was obtained by first determining the number of cystine residues (a dimeric amino acid) then calculating cysteine from cystine. The number of tryptophan residues was not determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; water at 110℃; for 24h; | 2.3 Amino acid analysis General procedure: Samples were hydrolysed in 6N HCl at 110°C for 24h. The hydrolysates were evaporated, and the remaining materials dissolved in citric acid buffer solution, and then analysed using an automated amino acid analyzer (JLC-500V, JEOL Ltd., Tokyo, Japan). Samples were assayed three times and the averages were used to obtain amino acid compositions. In this study, the number of cysteine residues was obtained by first determining the number of cystine residues (a dimeric amino acid) then calculating cysteine from cystine. The number of tryptophan residues was not determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: phthalimide; S,S-cystine With pyridine; bromine In acetonitrile at 0 - 20℃; Stage #2: trifluoroacetic acid | 1.1 Step 1 : (2S)-2-amino-3-[(1 ,3-dioxo-2,3-dihydro-1 f/-isoindol-2-yl)sulfanyl]propanoic acid (INT-15) Step 1 : (2S)-2-amino-3-[(1 ,3-dioxo-2,3-dihydro-1 f/-isoindol-2-yl)sulfanyl]propanoic acid (INT-15) L-cystine (5 mmol), phthalimide (5 mmmol), pyridine (10 mmol) are dissolved in acetonitrile (10 mL). Bromine (5 mmol) is added drop-wise to the solution at 0 °C and the mixture is warmed to room temperature and stirred overnight. The reaction is concentrated under reduced pressure and the residue is then purified by reverse phase chromatography (acetonitrile/water with 0.05% trifluoroacetic acid). The product is collected and lyophilized to afford the trifluoroacetate salt of INT-15. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 140℃; for 10h; Autoclave; | 2.2. Synthesis of ZnxCd1-xS General procedure: In a typical synthesis, 1.5 mmol of L-cystine was dissolved in16 mL of deionized water. The pH of the solution was adjustedto 1011 by the addition of an aqueous NaOH solution. Meanwhile,different molar ratios of Zn(OAc)2·2H2O andCd(OAc)2·2H2O with a total sum of 6 mmol were dissolved inanother 16 mL of deionized water. Then, the above two solutionswere mixed together with vigorous stirring to form amilky suspension. Finally, the mixed slurry was transferredinto a 45 mL stainless steel autoclave, which was heated to 140°C and maintained at this temperature for 10 h. After they werecooled naturally to room temperature, the samples were collected,alternately rinsed with deionized water and ethanol,and then dried at 60 °C prior to use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 140℃; for 10h; Autoclave; | 2.2. Synthesis of ZnxCd1-xS General procedure: In a typical synthesis, 1.5 mmol of L-cystine was dissolved in16 mL of deionized water. The pH of the solution was adjustedto 1011 by the addition of an aqueous NaOH solution. Meanwhile,different molar ratios of Zn(OAc)2·2H2O andCd(OAc)2·2H2O with a total sum of 6 mmol were dissolved inanother 16 mL of deionized water. Then, the above two solutionswere mixed together with vigorous stirring to form amilky suspension. Finally, the mixed slurry was transferredinto a 45 mL stainless steel autoclave, which was heated to 140°C and maintained at this temperature for 10 h. After they werecooled naturally to room temperature, the samples were collected,alternately rinsed with deionized water and ethanol,and then dried at 60 °C prior to use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 140℃; for 10h; Autoclave; | 2.2. Synthesis of ZnxCd1-xS General procedure: In a typical synthesis, 1.5 mmol of L-cystine was dissolved in16 mL of deionized water. The pH of the solution was adjustedto 1011 by the addition of an aqueous NaOH solution. Meanwhile,different molar ratios of Zn(OAc)2·2H2O andCd(OAc)2·2H2O with a total sum of 6 mmol were dissolved inanother 16 mL of deionized water. Then, the above two solutionswere mixed together with vigorous stirring to form amilky suspension. Finally, the mixed slurry was transferredinto a 45 mL stainless steel autoclave, which was heated to 140°C and maintained at this temperature for 10 h. After they werecooled naturally to room temperature, the samples were collected,alternately rinsed with deionized water and ethanol,and then dried at 60 °C prior to use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 140℃; for 10h; Autoclave; | 2.2. Synthesis of ZnxCd1-xS General procedure: In a typical synthesis, 1.5 mmol of L-cystine was dissolved in16 mL of deionized water. The pH of the solution was adjustedto 1011 by the addition of an aqueous NaOH solution. Meanwhile,different molar ratios of Zn(OAc)2·2H2O andCd(OAc)2·2H2O with a total sum of 6 mmol were dissolved inanother 16 mL of deionized water. Then, the above two solutionswere mixed together with vigorous stirring to form amilky suspension. Finally, the mixed slurry was transferredinto a 45 mL stainless steel autoclave, which was heated to 140°C and maintained at this temperature for 10 h. After they werecooled naturally to room temperature, the samples were collected,alternately rinsed with deionized water and ethanol,and then dried at 60 °C prior to use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 140℃; for 10h; Autoclave; | 2.2. Synthesis of ZnxCd1-xS General procedure: In a typical synthesis, 1.5 mmol of L-cystine was dissolved in16 mL of deionized water. The pH of the solution was adjustedto 1011 by the addition of an aqueous NaOH solution. Meanwhile,different molar ratios of Zn(OAc)2·2H2O andCd(OAc)2·2H2O with a total sum of 6 mmol were dissolved inanother 16 mL of deionized water. Then, the above two solutionswere mixed together with vigorous stirring to form amilky suspension. Finally, the mixed slurry was transferredinto a 45 mL stainless steel autoclave, which was heated to 140°C and maintained at this temperature for 10 h. After they werecooled naturally to room temperature, the samples were collected,alternately rinsed with deionized water and ethanol,and then dried at 60 °C prior to use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 140℃; for 10h; Autoclave; | 2.2. Synthesis of ZnxCd1-xS General procedure: In a typical synthesis, 1.5 mmol of L-cystine was dissolved in16 mL of deionized water. The pH of the solution was adjustedto 1011 by the addition of an aqueous NaOH solution. Meanwhile,different molar ratios of Zn(OAc)2·2H2O andCd(OAc)2·2H2O with a total sum of 6 mmol were dissolved inanother 16 mL of deionized water. Then, the above two solutionswere mixed together with vigorous stirring to form amilky suspension. Finally, the mixed slurry was transferredinto a 45 mL stainless steel autoclave, which was heated to 140°C and maintained at this temperature for 10 h. After they werecooled naturally to room temperature, the samples were collected,alternately rinsed with deionized water and ethanol,and then dried at 60 °C prior to use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In water at 140℃; for 10h; Autoclave; | 2.2. Synthesis of ZnxCd1-xS In a typical synthesis, 1.5 mmol of L-cystine was dissolved in16 mL of deionized water. The pH of the solution was adjustedto 1011 by the addition of an aqueous NaOH solution. Meanwhile,different molar ratios of Zn(OAc)2·2H2O andCd(OAc)2·2H2O with a total sum of 6 mmol were dissolved inanother 16 mL of deionized water. Then, the above two solutionswere mixed together with vigorous stirring to form amilky suspension. Finally, the mixed slurry was transferredinto a 45 mL stainless steel autoclave, which was heated to 140°C and maintained at this temperature for 10 h. After they werecooled naturally to room temperature, the samples were collected,alternately rinsed with deionized water and ethanol,and then dried at 60 °C prior to use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: S,S-cystine; di-<i>tert</i>-butyl dicarbonate With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; Cooling with ice; Stage #2: allyl bromide With sodium hydrogencarbonate In N,N-dimethyl-formamide for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: S,S-cystine With sodium hydroxide In water; acetone at 0℃; for 0.166667h; Stage #2: N-(Benzyloxycarbonyloxy)succinimide In acetone at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With triethylamine In water monomer at 20℃; for 16h; Inert atmosphere; | |
With sodium hydroxide In 1,4-dioxane at 0 - 20℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | Stage #1: D-2,2-dimethyltetrahydrothiazole-4-carboxylic acid L-tartrate With potassium carbonate In water at 25℃; for 0.5h; Stage #2: With hydrogenchloride; dihydrogen peroxide; sodium carbonate In water at 8℃; for 1h; | 1-6 Embodiment 3 The preparation method of D-cystine includes the following steps: (1) Add 100g of D-2,2-dimethyltetrahydrothiazole-4-carboxylic acid·L-tartrate to 10 times the weight of purified water, hydrolyze under reduced pressure at 25°C for 0.5 hours, and then cool the hydrolysate To 3, adjust pH=4.2-4.5 with potassium carbonate to produce L-potassium hydrogen tartrate precipitation, filter to remove L-potassium hydrogen tartrate, and the filtrate for use; after drying, weigh the L-potassium hydrogen tartrate, the yield is 98.5 %. (2) Oxidation reaction: specifically: the filtrate is adjusted to pH 4.0-5.0 with 5% sodium carbonate aqueous solution and 5% dilute hydrochloric acid, the temperature is controlled at 8°C, and 15 g of 12.5% hydrogen peroxide is slowly added dropwise to oxidize. Keep the temperature and stir for 1 hour. At this time, the pH of the material liquid is detected to be between 6.5-7.0; filtered and washed to obtain wet D-cystine; dried under reduced pressure at 66°C to obtain pure white crystalline powder, which is D -Cystine, the yield is 99%, and the purity is 99.6%. |
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