Select Region or Location
Americas
  • Argentina
  • Brazil
  • Canada
  • Mexico
  • United States
  • Other Americas
Europe
  • Austria
  • Belgium
  • Bulgaria
  • Croatia/Hrvatska
  • Cyprus
  • Czech Republic
  • Denmark
  • Estonia
  • Finland
  • France
  • Germany
  • Greece
  • Hungary
  • Ireland
  • Italy
  • Latvia
  • Liechtenstein
  • Lithuania
  • Luxembourg
  • Malta
  • Netherlands
  • Norway
  • Poland
  • Portugal
  • Romania
  • Slovak Republic
  • Slovenia
  • Spain
  • Sweden
  • Switzerland
  • Turkey
  • United Kingdom
  • Other Europe
Asia Pacific
  • Australia
  • China
  • India
  • Indonesia
  • Japan
  • Korea, Republic of
  • Malaysia
  • New Zealand
  • Philippines
  • Singapore
  • Thailand
  • Vietnam
  • Other Asia Pacific
Africa And Middle East
  • Egypt
  • Israel
  • Other Africa And Middle East
USD
Home Cart Sign in  
Chemical Structure| 485800-26-8 Chemical Structure| 485800-26-8

Structure of Boc-Cystamine
CAS No.: 485800-26-8

Chemical Structure| 485800-26-8

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

Synonyms: T-BOc-cystamine

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

DE Stock

US Stock

Asia Stock

Global Stock

In Stock
{[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

  • {[ item.pr_size ]}
    {[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 485800-26-8 ]

CAS No. :485800-26-8
Formula : C9H20N2O2S2
M.W : 252.40
SMILES Code : CC(C)(OC(NCCSSCCN)=O)C
Synonyms :
T-BOc-cystamine
English Name :tert-Butyl (2-((2-aminoethyl)disulfanyl)ethyl)carbamate
MDL No. :MFCD19443372
InChI Key :XGHNLHVZHBSTHO-UHFFFAOYSA-N
Pubchem ID :22245556

Safety of [ 485800-26-8 ]

Application In Synthesis of [ 485800-26-8 ]

* 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.

  • Downstream synthetic route of [ 485800-26-8 ]

[ 485800-26-8 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 67385-10-8 ]
  • [ 485800-26-8 ]
YieldReaction ConditionsOperation in experiment
70% With trifluoroacetic acid In dichloromethane
33 g With trifluoroacetic acid In dichloromethane Inert atmosphere; (0157) Reparation of L8: (0157) Reparation of L8: To a solution of L7 (55 g, 156 mmol) in DCM (300 mL) was added a 1:1 solution of TFA:DCM (110 mL) drop-wise. The reaction progress was then followed by LCMS, to monitor the ratio of the desired product L8 to starting material L7 adding additional TFA until the ratio of L8 to L7 was approximately 3:1. NaOH (4 M) was added slowly to adjust the pH to 4-5. Increasing the pH past 5 tended to decrease the final yield. The biphasic solution was then concentrated and the precipitate filtered and rinsed with HCl (1 M, 3x). The acidic layer was extracted with EtOAc. The pH was again raised to 5 with aq. NaOH (4 M) and extracted with EtOAc (2x), followed by a final EtOAc extraction at pH 11. The combined organic layers were washed carefully with sat. NaHCO3 (2x), brine (1x), dried (MgSO4) and evaporated. The residue was dried under high vacuum for a minimum of 16 hr (to remove residual EtOAc) to afford product L8 as an orange oil (33g, 83%). Compound L8 needs to be stored at-78 °C to avoid decomposition.
  • 2
  • [ 147900-45-6 ]
  • [ 485800-26-8 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
49% With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 16h;
  • 3
  • [ 485800-26-8 ]
  • [ 676371-81-6 ]
  • [ 1027380-86-4 ]
YieldReaction ConditionsOperation in experiment
With Dowex-MWA-1 In acetonitrile at 80℃; for 3h;
  • 4
  • [ 34619-03-9 ]
  • [ 56-17-7 ]
  • [ 67385-10-8 ]
  • [ 485800-26-8 ]
YieldReaction ConditionsOperation in experiment
74% With sodium hydroxide In methanol at 0 - 20℃; for 20.5h; 2.b Under argon atmosphere and in an ice-water bath, a solution of di-t-butyl carbonate (4.64 g, 26.7 mmol) in 20 ml of methanol was added dropwise to 80 ml of methanol solution of cystamine hydrochloride (24 g, 106.6 mmol) in the presence of NaOH (8.6 g, 215 mmol) with stirring. After the addition, the reaction was continued for half an hour at 0° C. and for 20 h at room temperature. The solvent was removed by evaporation, the residue was mixed with 300 ml of water and extracted by chloroform (150 ml*3). The chloroform solution was back-washed by water (100 ml*2) and dried over anhydrous magnesium sulfate, and evaporated to dryness. The crude product was purified by silica get chromatography, eluding firstly with chloroform then chloroform/methanol (10:1), followed by di-N-t-butyloxycarbonyl (Boc) cystamine byproduct, the mono-N-t-Boc cystamine was eluted out (yield 5.0 g, 74%). _
  • 5
  • [ 24424-99-5 ]
  • [ 56-17-7 ]
  • [ 67385-10-8 ]
  • [ 485800-26-8 ]
YieldReaction ConditionsOperation in experiment
45% With triethylamine In methanol at 20℃; for 0.5h;
With triethylamine In methanol for 0.333333h; Inert atmosphere;
  • 6
  • [ 42017-89-0 ]
  • [ 485800-26-8 ]
  • [ 1286174-04-6 ]
YieldReaction ConditionsOperation in experiment
34% With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 18h; tert-Butyl 2-(2-(2-aminoethyl)disulfanyl)ethylcarbamate (350 mg, 1.39 mmol) was taken up in CH2Cl2 (15 mL) along with <strong>[42017-89-0]2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoic acid</strong> (442 mg, 1.39 mmol) and EDCI (290 mg, 1.53 mmol). The resulting reaction mixture was stirred at room temperature for 18 h and diluted with EtOAc (50 mL). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue is purified by silica gel chromatography (CH2Cl2) to afford tert-butyl 2-(2-(2-(2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanamido)ethyl)disulfanyl)ethylcarbamate (264 mg, 34%).
  • 7
  • [ 80883-54-1 ]
  • [ 485800-26-8 ]
  • [ 1395313-07-1 ]
YieldReaction ConditionsOperation in experiment
56% Stage #1: 7-(dimethylamino)coumarin-4-acetic acid; N-tert-butoxycarbonyl cystamine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5.16667h; Inert atmosphere;
  • 8
  • [ 21643-42-5 ]
  • [ 485800-26-8 ]
  • [ 3034630-08-2 ]
YieldReaction ConditionsOperation in experiment
80 % at 50℃; 5 General procedure for the preparation of CLLM-5: A mixture of SM-6 (1.0 g, 4.0 mmol, 1.0 eq) and SM-2 (3.3 g, 12.0 mmol, 3.0 eq) was stirred at 50 oC for 24h. The reaction was monitored by TLC. Then the mixture was extracted with EA (100 mL x 2). The organic phases were washed with brine, and dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by FCC CLLM-5 (2.48 g, 80%) as white solid. (0350) [00250] NMR characterization of CLLM-5 is summarized below and shown in Figure 7. (0351) [00251] ’H NMR of CLLM-5 (400 MHz, CDCh): 4.04 (t, 4H), 3.42 (br, 1H), 2.79-2.74 (0352) (m, 10H), 2.45-2.42 (t, 4H), 1.60-1.55 (m, 4H), 1.43 (s, 9H), 1.28-1.23 (m, 46H), 0.86 (t, 6H).
  • 9
  • [ 1193092-34-0 ]
  • [ 485800-26-8 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
87% In ethanol for 12h; Inert atmosphere; Reflux; 1.1 (1) Synthesis of compound NA-SS-Boc: First, 4-boronic acid pinacol ester-1,8-naphthalic anhydride (0.52 g, 1.60 mmol) was dissolved in 15 mL of ethanol and stirred for 10 minutes to ensure complete dispersion. Then, t-Boc-cystamine (0.41 g, 1.61 mmol) was slowly added, and the mixture was refluxed under a nitrogen atmosphere for 12 hours. After the reaction was complete, the mixture was washed with water three times, extracted, and concentrated to obtain the crude product. Column chromatography using petroleum ether/CH2Cl2 (5:1, v/v) as the eluent yielded 0.78 g of a light white solid compound NA-SS-Boc, with a yield of 87%.
 

Historical Records

Technical Information

Categories