TP808

Uses

Product Name: TP808
CAS No.: 852821-06-8
Chemical Name: TP808
Synonyms: TP808;CS-1875;EOS-61977;TP808;TP 808;TP 808, >=98%;TP808, 10 mM in DMSO;Eravacycline intermediate C;(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2;3-Benzyloxy-4a-(tert-butyl-dimethyl-silanyloxy)-9-dimethylamino-8a,9-dihydro-4aH,8H-naphtho[2,3-d]isoxazole-4,5-dione;(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldiMethylsilyl)oxy)-9-(diMethylaMino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione
CBNumber: CB42653644
Molecular Formula: C26H34N2O5Si
Formula Weight: 482.64
MOL File: 852821-06-8.mol

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TP808 Property

Melting point:: 150-151℃ (ethyl acetate hexane )
Boiling point:: 573.8±50.0 °C(Predicted)
Density: 1.18±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: DMF: 20 mg/ml
form: A crystalline solid
pka: 5.25±0.40(Predicted)
color: White to off-white
optical activity: 149.00°(C=0.01g/mL, CHCL3, 20°C, 589nm)
InChIKey: SLXLVVLJLQJWFG-JCWFFFCVSA-N
SMILES: O1C2[C@@H](N(C)C)[C@@]3([H])[C@@](O[Si](C(C)(C)C)(C)C)(C(=O)C=2C(OCC2=CC=CC=C2)=N1)C(=O)C=CC3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 24181
Product name: TP-808
Purity: ≥98%
Packaging: 100 mg
Price: $121
Updated: 2024/03/01

Cayman Chemical

Product number: 24181
Product name: TP-808
Purity: ≥98%
Packaging: 250 mg
Price: $253
Updated: 2024/03/01

Cayman Chemical

Product number: 24181
Product name: TP-808
Purity: ≥98%
Packaging: 5mg
Price: $60
Updated: 2023/01/06

Cayman Chemical

Product number: 24181
Product name: TP-808
Purity: ≥98%
Packaging: 10mg
Price: $107
Updated: 2023/01/06

Cayman Chemical

Product number: 24181
Product name: TP-808
Purity: ≥98%
Packaging: 50mg
Price: $64
Updated: 2024/03/01

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TP808 Chemical Properties,Usage,Production

Uses

(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione serves as a highly versatile intermediate for the construction of diverse tetracycline antibiotics.

Uses

(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione serves as a highlyversatile intermediate for the construction of diverse tetracycline antibiotics.

Synthesis

856906-36-0

69739-34-0

852821-06-8

2,6-Dimethylpyridine (75.0 μL, 0.640 mmol, 5.0 eq.) and tert-butyldimethylsilyl trifluoromethanesulfonate (88.0 μL, 0.380 mmol, 3.0 eq.) were sequentially added to a solution of (4AS,8aS,9S)-3-(phenylmethoxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4. 5(4aH,8H)-dione (47.0 mg, 0.130 mmol, 1.0 equiv) in a solution of dichloromethane (3 mL). The reaction mixture was stirred at 23 °C for 3 hours. Subsequently, it was quenched by addition of aqueous potassium phosphate buffer solution (pH 7.0, 0.2 M, 15 mL). The reaction mixture was extracted with dichloromethane (2 x 20 mL), the organic phases were combined and dried over anhydrous sodium sulfate. The dried organic phase was filtered and the filtrate was concentrated to give (4AS,8aS,9S)-3-(benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphthaleno[2,3-d]isoxazole-4,5(4aH,8H)-dione (56.0 mg, 91% yield) as a white crystalline solid. Melting point: 157-158°C (decomposition); Thin layer chromatography Rf value: 0.54 (ethyl acetate:hexane = 1:3); 1H NMR (500 MHz, CDCl3) δ 7.51 (d, 2H, J = 1.5 Hz, ArH), 7.50-7.34 (m, 3H, ArH), 6.94 (m, 1H, =CHCH2), 6.10 ( ddd, 1H, J = 10.3, 1.5, 1.5 Hz, =CHC(O)), 5.36 (m, 2H, OCH2Ar), 3.79 (d, 1H, J = 10.7 Hz, CHN(CH3)2), 2.83 (m, 2H, =CCH2), 2.78 (m, 1H, C3CH), 2.46 (s, 6H, N(CH3) 2), 0.84 (s, 9H, C(CH3)3), 0.27 (s, 3H, SiCH3), 0.06 (s, 3H, SiCH3); 13C NMR (125 MHz, CDCl3) δ 193.4, 187.9, 181.6, 167.7, 149.5, 135.2, 128.8, 128.8, 128.8 , 128.6, 108.6, 83.5, 72.8, 59.8, 48.1, 42.2, 26.3, 25.8, 19.3, -2.2, -3.8; FTIR (neat, cm-1) 2942 (s), 1719 (s, C=O), 1678 (s, C=O), 1602 (m), 1510 (s), 1053 (s, C-O), 733 (s); HRMS (ES) m/z calculated value (C26H34N2O5Si + H)+ 483.2315, measured value 483.2321.

References

[1] Patent: WO2005/112945, 2005, A2. Location in patent: Page/Page column 94-95
[2] Organic Process Research and Development, 2017, vol. 21, # 3, p. 377 - 386
[3] Patent: WO2010/126607, 2010, A2. Location in patent: Page/Page column 123/251

TP808 Preparation Products And Raw materials

Raw materials

Preparation Products

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TP808 Suppliers

China 117 India 1 United Kingdom 1 United States 8 Global 127

Chengdu Sino-Strong Pharmaceutical Co.,Ltd.

Tel: 0086-28-82783659;0086-28-68252565 13551112876;13808081195
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Suzhou Sino Rare Chemical Co., Ltd.

Tel: 0512-62857507
Fax: +86-512-62857507
Email: sales@sinorarechem.com
Country: China
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Shanghai Rechem science Co., Ltd.

Tel: 021-31433387 15618786686
Fax: QQ:1369748377
Email: sales@rechemscience.com
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Suzhou Wenzhi Biotechnology Co., Ltd.

Tel: 13262848185
Email: 20840032@qq.com
Country: China
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Tianjin Liontec Biopharma Co.,Ltd.

Tel: 022-87601716 13920326762
Email: yzhang@liontec.com.cn
Country: China
ProdList: 61
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Chengdu Zen Sunda Bio-pharmaceutical Technology Co., Ltd.

Tel: 19981275275
Email: sales@zsdpharm.com
Country: China
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Jiangsu Aosaikang Pharmaceutical Co., Ltd

Tel: 13585114296; 13585114296
Email: liuhongwei@ask-pharm.com
Country: China
ProdList: 1122
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Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
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J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
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JinYan Chemicals(ShangHai) Co.,Ltd.

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852821-06-8, TP808Related Search:

TP808

(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldiMethylsilyl)oxy)-9-(diMethylaMino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione

(4aS,8aS,9S)-9-(Dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8a,9-dihydro-3-(phenylmethoxy)-naphth[2,3-d]isoxazole-4,5(4aH,8H)-dione

(4aS,8aS,9S)-9-(Dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8a,9-dihydro-3-(phenylmethoxy)-naphth[2,3-d]isoxazole-4,5(4aH,8H)-dione TP-808

Naphth[2,3-d]isoxazole-4,5(4aH,8H)-dione, 9-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-8a,9-dihydro-3-(phenylmethoxy)-, (4aS,8aS,9S)-

TP808;TP 808

CS-1875

(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione TP808

TP 808, >=98%

3-Benzyloxy-4a-(tert-butyl-dimethyl-silanyloxy)-9-dimethylamino-8a,9-dihydro-4aH,8H-naphtho[2,3-d]isoxazole-4,5-dione

EOS-61977

(4aS,8aS,9S)-3-(Benzyloxy)-4a-((tert-butyldimethylsilyl)oxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2

(4aS,8aS,9S)-3-(benzyloxy)-4a-[(tert-butyldimethylsilyl)oxy]-9-(dimethylamino)-4H,4aH,5H,8H,8aH,9H-naphtho[2,3-d][1,2]oxazole-4,5-dione

TP808, 10 mM in DMSO

Eravacycline intermediate C

(4AS, 8AS, 9S) -9- (dimethylamino) -4A - [[tert butyldimethylsilyl] oxy] -8A, 9-dihydro-3- (phenylmethoxy) - naphtho [2,3-D] isoxazole-4,5 (4AH, 8H) - dione

(4AS,8AS,9S)-9-(dimethylamino)-4A-[[tert-Butyldimethylsilyl]Oxygen]-8A,9-dihydrogen-3-(Phenylmethoxy)-naphtho[2,3-D]Isoxazole-4,5(4AH,8H)-diketone

852821-06-8

C26H34N2O5Si

Inhibitors