[ CAS No. 6656-60-6 ]

Name: 6656-60-6|2-Oxopropyl benzoate|98%
Brand: Ambeed
SKU: A479223
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Quality Control of [ 6656-60-6 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 6656-60-6 ]

CAS No. :	6656-60-6	MDL No. :	MFCD01660185
Formula :	C₁₀H₁₀O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	178.18 g/mol	Pubchem ID :	-
Synonyms :

Safety of [ 6656-60-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 6656-60-6 ]

* 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 [ 6656-60-6 ]

[ 6656-60-6 ] Synthesis Path-Downstream 1~32

1
[ 6656-60-6 ]
[ 141396-05-6 ]

Yield	Reaction Conditions	Operation in experiment
92%	With glucose dehydrogenase; ketoreductase; NADPH In dimethyl sulfoxide at 34℃; for 13h;
90%	With D-glucose; immobilized baker's yeast In water at 35℃; for 72h;
	With baker's yeast In water at 35℃; for 72h; reduction of other 2-oxoalkyl benzoates;

	With fermenting yeast
	With D-glucose 6-phosphate; MES buffer pH 6.0 at 35℃; for 12h; α-acetoxy ketone reductase from bakers' yeast, glucose 6-phosphate dehydrogenase, NADPH;

Reference： [1]Kaluzna, Iwona A.; David Rozzell; Kambourakis, Spiros [Tetrahedron Asymmetry, 2005, vol. 16, # 22, p. 3682 - 3689]
[2]Sakai, Takashi; Wada, Kou; Murakami, Takahiko; Kohra, Kiichiro; Imajo, Norihisa; et al. [Bulletin of the Chemical Society of Japan, 1992, vol. 65, # 3, p. 631 - 638]
[3]Sakai, Takashi; Wada, Kou; Murakami, Takahiko; Kohra, Kiichiro; Imajo, Norihisa; et al. [Bulletin of the Chemical Society of Japan, 1992, vol. 65, # 3, p. 631 - 638]
[4]Shieh; Price [Journal of Organic Chemistry, 1959, vol. 24, p. 1168,1169]
[5]Ishihara, Kohji; Nakajima, Nobuyoshi; Tsuboi, Sadao; Utaka, Masanori [Bulletin of the Chemical Society of Japan, 1994, vol. 67, # 12, p. 3314 - 3319]

2
[ 582-25-2 ]
[ 78-95-5 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
	With ethanol

Reference： [1]Kling [Annales de Chimie (Cachan, France), 1905, vol. <8>5, p. 494][Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1899, vol. 129, p. 1252] Adams; Govindachari [Journal of the American Chemical Society, 1950, vol. 72, p. 158,162]
[2]Breuer; Zincke [Chemische Berichte, 1880, vol. 13, p. 639] van Romburgh [Recueil des Travaux Chimiques des Pays-Bas, 1882, vol. 1, p. 50]

3
[ 78-95-5 ]
[ 65-85-0 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
95%	With potassium carbonate; potassium iodide In tetrahydrofuran at 20 - 40℃; for 16h;	1.1; 2.1 1) Preparation of 2-oxopropyl benzoate A mixture of 100g of benzoic acid, 79.5g of chloroacetone and 500ml of tetrahydrofuran was stirred at room temperature, and the temperature was controlled below 40°C. 226g of potassium carbonate and 1g of potassium iodide catalyst were added to the lower reaction mixture, and the resulting mixture was stirred at 40°C for 16 hours . The reaction mixture was cooled in an ice bath, and then 200 ml of purified water was added dropwise to the reaction mixture. Separate the water phase, and then wash with 10% sodium chloride aqueous solution. After washing, the organic phase is concentrated to no distillate, and then 500ml n-heptane is added to cool down at 5°C to crystallize for 0.5 hours, and then the turbid system is filtered. The obtained solid was washed with n-heptane and dried under reduced pressure to obtain 138.4 g of the target compound with a molar yield of 95% and a purity of 99.5%.
70%	With triethylamine In acetone for 24h; Ambient temperature;
	bei der Einwirkung auf Kaliumbenzoat;

Reference： [1]Current Patent Assignee: GUANGXI TIANMING PHARMACEUTICAL - CN113214164, 2021, A Location in patent: Paragraph 0036-0039; 0044-0046
[2]Schwenker; Stiefvater [Archiv der Pharmazie, 1991, vol. 324, # 9, p. 547 - 550]
[3]Kling [Annales de Chimie (Cachan, France), 1905, vol. <8>5, p. 494][Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1899, vol. 129, p. 1252]

4
[ 532-32-1 ]
[ 78-95-5 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium iodide In acetone
	With tetrabutylammomium bromide In benzene for 3h; Heating;
	With IRA-400 1.) H₂O, 2.) EtOH, room temperature, 4 h.; Yield given. Multistep reaction;

	In N,N-dimethyl-formamide at 100℃; for 21h;
	In N,N-dimethyl-formamide at 100℃; for 21h;
	In N,N-dimethyl-formamide at 100℃; for 21h;

Reference： [1]Pero,R.W. et al. [Journal of Medicinal Chemistry, 1977, vol. 20, p. 644 - 647]
[2]Sakai, Takashi; Wada, Kou; Murakami, Takahiko; Kohra, Kiichiro; Imajo, Norihisa; et al. [Bulletin of the Chemical Society of Japan, 1992, vol. 65, # 3, p. 631 - 638]
[3]Salunkhe, Manikrao M.; Sande, Amirhamja R.; Kanade, Annappa S.; Wadgaonkar, Prakash P. [Synthetic Communications, 1997, vol. 27, # 16, p. 2885 - 2891]
[4]Location in patent: scheme or table Ramazani, Ali; Ahmadi, Yavar; Malekzadeh, Asemeh Mashhadi; Rezaei, Aram [Heteroatom Chemistry, 2011, vol. 22, # 6, p. 692 - 698]
[5]Ramazani, Ali; Ahmadi, Yavar; Karimi, Zahra; Rezaei, Aram [Journal of Heterocyclic Chemistry, 2012, vol. 49, # 6, p. 1447 - 1451] Holagh, Mohsen Valizadeh; Maharramov, Abel Mohammadalioglu; Allahverdiyev, Mirza Aliakbaroglu; Ramazani, Ali; Ahmadi, Yavar; Nasrabadi, Fatemeh Zeinali; Souldozi, Ali [Turkish Journal of Chemistry, 2012, vol. 36, # 5, p. 671 - 681] Jafari, Ali; Ramazani, Ali; Asiabi, Pegah Azimzadeh; Sadri, Fariba; Joo, Sang Woo [Phosphorus, Sulfur and Silicon and the Related Elements, 2015, vol. 190, # 12, p. 2246 - 2254]
[6]Ramazani, Ali; Ahmadi, Yavar; Nasrabadi, Fatemeh Zeinali; Rouhani, Morteza [Journal of Heterocyclic Chemistry, 2013, vol. 50, # 6, p. 1294 - 1298]

5
diethyl(prop-2-yn-1-yl)sulfonium bromide [ No CAS ]
[ 65-85-0 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In ethanol for 648h;

Reference： [1]Appleyard,G.D.; Stirling,C.J.M. [Journal of the Chemical Society C: Organic, 1969, p. 1904 - 1908]

6
[ 6750-04-5 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
81%	With p-toluenesulfonic acid monohydrate; acetic acid In 1,2-dichloro-ethane at 100℃; for 18h; Sealed tube;	General procedures for alkyne hydration General procedure: The corresponding alkyne (1 mmol) was added to a solution of p-toluenesulfonic acidmonohydrate (1 mmol, 0.190 g), acetic acid (0.5 mL) in CH2Cl2 (1.0 mL). Thereaction was then sealed and stirred at the indicated temperature (oC) and for theindicated amount of times (h) in Table 2. After completion, saturated aqueousNaHCO3 (10 mL) was added to quench the reaction and then extracted with CH2Cl2(10 mL×3). The organic layer was dried over Na2SO4 and concentrated in vacuo. Theresidue was purified by column chromatography to give the pure product. Forsubstrates 1j. 1l, 1n, 1p and 1q, DCE was used as solvent in consideration ofoperation convenience.
67%	With diethyl ether; boron trifluoride; trifluoroacetic acid; mercury(II) oxide In methanol at 60℃; for 4h;

Reference： [1]Liu, Haixuan; Wei, Yunyang; Cai, Chun [Synlett, 2016, vol. 27, # 16, p. 2378 - 2383]
[2]Heinisch, Gottfried; Holzer, Wolfgang; Obala, Claudia [Monatshefte fur Chemie, 1988, vol. 119, p. 253 - 262]

7
[ 107-19-7 ]
[ 65-85-0 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
99%	With dichlororuthenium(II) (p-cymene)(1,3,5-triaza-7-phosphaadamantane)
92%	With (η6-p-MeC6H4CHMe2)Cl2Ru(PMe3) In toluene at 60℃; for 6h;
92%	With C₄₄H₄₀O₈P₂Ru; sodium carbonate In toluene at 90℃; for 24h;

77%	With cis-[Ru(κ2-O2CMe)2(PPh3)2] In toluene at 120℃; for 16h; Inert atmosphere;
67%	With {RuCl₂(p-cymene)[(R)-BINOL-N,N-dibenzylphosphoramidite] In cyclohexane at 90℃; for 5h;
67%	With trans-[RuCl2(η3:η3-2,7-dimethylocta-2,6-diene-1,8-diyl)(PPh3)] In water at 60℃; for 24h; Sealed tube; Inert atmosphere;
60%	With RuCl2(η-C6H6)(TPPMS) In water at 100℃; for 3h; Inert atmosphere;
	With C₇₀H₇₂Cl₆FeP₃Ru₃ In chlorobenzene at 80℃; for 1h; Inert atmosphere;
	With [RuCl₂(η⁶-p-cymene)(P(2-(5-Me)C₄H₂O)₂Fc)] In chlorobenzene at 80℃; for 9h; Inert atmosphere; Schlenk technique;	General procedure for the catalytic reactions Benzoic acid (366 mg, 3.0 mmol, 1.0 equiv), acenaphthene (116 mg, 750 μmol, 0.25 equiv, internal standard) and the respective catalyst (9, 10 or 11, 1.0 mol-% based on Ru) were dissolved in chlorobenzene (15 mL). After addition of propargyl alcohol (252 mg, 4.5 mmol, 1.5 equiv) the reaction mixture was stirred at 80 °C and samples (0.5 mL) were taken in different intervals (30-90 min). The samples were dried in vacuum and the conversions were determined by 1H NMR spectroscopy.
99 %Spectr.	With Ru(CO)2(P[p-C₆H₄-CF₃]3)2(O₂CPh)2; acenaphthene In toluene at 80℃; for 5h;
90 %Spectr.	With sodium carbonate In toluene at 100℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;	4.2 Catalytic runs General procedure: In a typical run, the acid (0.78mmol), propargyl alcohol (0.07ml, 1.2mmol), Na2CO3 (4mg, 0.03mmol) and the catalyst (1.4mol %), were dissolved in toluene (10ml) and stirred for 12hat 100°C. After cooling to room temperature, the mixture was filtered and the filtrate was then evaporated under a vacuum. The residue was then purified by thin layer chromatography to afford the product.

Reference： [1]Musengimana, Eric; Fatakanwa, Claver [Journal of the Iranian Chemical Society, 2016, vol. 13, # 2, p. 253 - 259]
[2]Devanne, Dominique; Ruppin, Christophe; Dixneuf, Pierre H. [Journal of Organic Chemistry, 1988, vol. 53, # 4, p. 925 - 926]
[3]Jeschke, Janine; Gäbler, Christian; Korb, Marcus; Rüffer, Tobias; Lang, Heinrich [European Journal of Inorganic Chemistry, 2015, vol. 2015, # 18, p. 2939 - 2947]
[4]Location in patent: experimental part Hiett, Nicholas P.; Lynam, Jason M.; Welby, Christine E.; Whitwood, Adrian C. [Journal of Organometallic Chemistry, 2011, vol. 696, # 1, p. 378 - 387]
[5]Costin, Stephen; Rath, Nigam P.; Bauer, Eike B. [Advanced Synthesis and Catalysis, 2008, vol. 350, # 14-15, p. 2414 - 2424]
[6]Location in patent: experimental part Cadierno, Victorio; Francos, Javier; Gimeno, Jose [Organometallics, 2011, vol. 30, # 4, p. 852 - 862]
[7]Location in patent: experimental part Cadierno, Victorio; Francos, Javier; Gimeno, Jose [Green Chemistry, 2010, vol. 12, # 1, p. 135 - 143]
[8]Location in patent: experimental part Milde, Bianca; Rueffer, Tobias; Lang, Heinrich [Inorganica Chimica Acta, 2012, vol. 387, p. 338 - 345]
[9]Schreiner, Claus; Jeschke, Janine; Milde, Bianca; Schaarschmidt, Dieter; Lang, Heinrich [Journal of Organometallic Chemistry, 2015, vol. 785, p. 32 - 43]
[10]Jeschke, Janine; Korb, Marcus; Rüffer, Tobias; Gäbler, Christian; Lang, Heinrich [Advanced Synthesis and Catalysis, 2015, vol. 357, # 18, p. 4069 - 4081]
[11]Barik, Chandan Kr; Tessensohn, Malcolm E.; Webster, Richard D.; Leong, Weng Kee [Journal of Organometallic Chemistry, 2019, vol. 889, p. 40 - 44]

8
[ 108164-55-2 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
	With methoxytriphenylmethane; sodium hydrogencarbonate 1.) CH₂Cl₂, 0 deg C, 1.5 h; Yield given. Multistep reaction;

Reference： [1]Ohshima, Masahiro; Murakami, Masahiro; Mukaiyama, Teruaki [Chemistry Letters, 1986, p. 1593 - 1596]

9
[ 6656-60-6 ]
[ 89686-16-8 ]
2-<(Benzoyloxy)methyl>-2,5-dihydro-1-hydroxy-2,4,5,5-tetramethylimidazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
10%	With ammonium acetate In methanol 1.) 5 min, 2.) r.t., 1 h;

Reference： [1]Hintermaier, Frank; Volodarsky, Leonid B.; Polborn, Kurt; Beck, Wolfgang [Liebigs Annalen, 1995, # 12, p. 2189 - 2194]

10
[ 98-88-4 ]
[ 116-09-6 ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
99%	With dmap; triethylamine In dichloromethane at 25℃; for 1h;
87.8%	With pyridine In tetrahydrofuran at 0 - 20℃; for 43h;	5.a (5a) 2-oxopropyl benzoate To a pyridine (25 ml) and THF (10 ml) solution of hydroxyacetone (5 g, 67.5 mmol), benzoyl chloride (12 ml, 103 mmol) was added dropwise at 0° C. in a nitrogen atmosphere and the mixture was stirred for 43 hours at room temperature. Ice was added to the reaction mixture, which was then diluted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, water, and a saline solution, dried over anhydrous sodium sulfate, and concentrated. The obtained crude product was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate=1/0-1/1 gradient). Desired fractions were concentrated to obtain the title compound (10.56 g, 87.8% yield) as a light yellow oil. 1H NMR(400 MHz, DMSO-d6) δppm; 2.14(3H, s), 5.01(2H, s), 7.51-7.58(2H, m), 7.65-7.70(1H, m), 7.95-8.00(2H, m).
76.5%	With pyridine for 12h; Ambient temperature;

8 g

With dmap; triethylamine In dichloromethane at 0 - 20℃; for 1.25h;

14.1 Step 1 (ME-S1) Step 1 (ME-Si):Triethyamine (18.5 mL, 135 mmol) was added to a solution of hydroxyacetone (5.0 g, 67.49mmol) in dichloromethane (80 mL) at 0°C. Benzoyl chloride (7.84 mL, 67.49 mmol) wasadded drop wise over 15 mm and DMAP (200 mg) was added. The reaction mass was warmed to room temperature and stirred for 1 h. The reaction was quenched with water and extracted with dichloromethane. The combined organic layer was washed successively with water, brine; dried over anhydrous sodium sulfate and concentrated in vacuum to afford thecrude intermediate. Purification by column chromatography over silica gel (60-1 20mesh) and using 8% ethyl acetate in pet ether as the eluent afforded 8 g of ME-Si as a colorless liquid.

Reference： [1]Nguyen-Ba, Nghe; Brown, William; Lee, Nola; Zacharie, Boulos [Synthesis, 1998, # 5, p. 759 - 762]
[2]Current Patent Assignee: EISAI CO LTD - US2007/10542, 2007, A1 Location in patent: Page/Page column 25
[3]Malmusi, Luca; Mucci, Adele; Schenetti, Luisa; Gulini, Ugo; Marucci, Gabriella; Brasili, Livio [Bioorganic and Medicinal Chemistry, 1996, vol. 4, # 12, p. 2071 - 2080]
[4]Current Patent Assignee: VIVORYON THERAPEUTICS AG - WO2014/140279, 2014, A1 Location in patent: Page/Page column 69; 125

11
[ 6656-60-6 ]
[ 96-24-2 ]
[ 187996-09-4 ]

Yield	Reaction Conditions	Operation in experiment
72.4%	With toluene-4-sulfonic acid In toluene for 48h; Heating;

Reference： [1]Malmusi, Luca; Mucci, Adele; Schenetti, Luisa; Gulini, Ugo; Marucci, Gabriella; Brasili, Livio [Bioorganic and Medicinal Chemistry, 1996, vol. 4, # 12, p. 2071 - 2080]

12
[ 6656-60-6 ]
[ 60-24-2 ]
[ 207556-16-9 ]

Yield	Reaction Conditions	Operation in experiment
65%	With toluene-4-sulfonic acid In toluene for 18h; Heating;

Reference： [1]Nguyen-Ba, Nghe; Brown, William; Lee, Nola; Zacharie, Boulos [Synthesis, 1998, # 5, p. 759 - 762]

13
[ 6656-60-6 ]
[ 143-33-9 ]
Benzoic acid 2-cyano-2-hydroxy-2-methyl-ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With sodium hydrogencarbonate In diethyl ether; water for 48h; Ambient temperature;

Reference： [1]Ingate, Simon T.; Marco, Jose L.; Witvrouw, Myriam; Pannecouque, Cristophe; De Clercq, Erik [Tetrahedron, 1997, vol. 53, # 52, p. 17795 - 17814]

14
[ 6656-60-6 ]
[ 100-52-7 ]
4-hydroxy-2-oxo-4-phenylbutyl benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With chloro-trimethyl-silane; tributyl-amine; titanium tetrachloride In dichloromethane at -78℃; for 3h;
86%	Stage #1: 2-oxopropyl benzoate With chloro-trimethyl-silane; tributyl-amine; titanium tetrachloride In dichloromethane at -78℃; for 0.5h; Stage #2: benzaldehyde In dichloromethane at -78℃;

Reference： [1]Yoshida, Yoshihiro; Matsumoto, Noriaki; Hamasaki, Ryota; Tanabe, Yoo [Tetrahedron Letters, 1999, vol. 40, # 22, p. 4227 - 4230]
[2]Tanabe, Yoo; Matsumoto, Noriaki; Higashi, Takahiro; Misaki, Tomonori; Itoh, Tomotaka; Yamamoto, Misako; Mitarai, Kumi; Nishii, Yoshinori [Tetrahedron, 2002, vol. 58, # 41, p. 8269 - 8280]

15
[ 27607-77-8 ]
[ 6656-60-6 ]
Benzoic acid (E)-2-trimethylsilanyloxy-propenyl ester [ No CAS ]
benzoic acid 2-trimethylsilanyloxy-allyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 2,6-dimethylpyridine In benzene at 0℃; for 3h; Title compound not separated from byproducts;

Reference： [1]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]

16
[ 6656-60-6 ]
[ 284035-47-8 ]
Benzoic acid (4R,5R,6R)-10-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]
Benzoic acid (4S,5R,6R)-10-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (-)-diisopinocamphenylborane chloride In diethyl ether at -78℃; for 3h; Title compound not separated from byproducts;
	With di-n-butylboryl trifluoromethanesulfonate; triethylamine In dichloromethane at -78 - 0℃; for 3h; Title compound not separated from byproducts;

Reference： [1]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]
[2]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]

17
[ 6656-60-6 ]
[ 284035-47-8 ]
Benzoic acid (4R,5S,6R)-10-benzyloxy-4,6-dihydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]
Benzoic acid (4S,5S,6R)-10-benzyloxy-4,6-dihydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2-oxopropyl benzoate; (2S,3R)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-heptanal With di-n-butylboryl trifluoromethanesulfonate In dichloromethane at -78 - 0℃; for 3h; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h; Title compound not separated from byproducts;

Reference： [1]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]

18
[ 67-56-1 ]
[ 6656-60-6 ]
[ 284035-47-8 ]
[ 284035-51-4 ]
Benzoic acid (2R,4R,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 58% 2: 12%	Stage #1: 2-oxopropyl benzoate; (2S,3R)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-heptanal With di-n-butylboryl trifluoromethanesulfonate In dichloromethane at -78 - 0℃; for 3h; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h; Stage #3: methanol With camphor-10-sulfonic acid at 20℃; for 1h;

Reference： [1]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]

19
[ 27607-77-8 ]
[ 6656-60-6 ]
[ 284035-47-8 ]
Benzoic acid (2R,3R,4R)-1-acetyl-8-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-3-methyl-octyl ester [ No CAS ]
Benzoic acid (4R,5R,6R)-10-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]
Benzoic acid (4S,5R,6R)-10-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
18%	Stage #1: trimethylsilyl trifluoromethanesulfonate; 2-oxopropyl benzoate With 2,6-dimethylpyridine In benzene at 0℃; for 3h; Stage #2: (2S,3R)-7-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-heptanal With boron trifluoride diethyl etherate In dichloromethane at -78℃; for 3h;

Reference： [1]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]

20
[ 2568-25-4 ]
[ 6656-60-6 ]
[ 51591-52-7 ]
[ 37086-84-3 ]

Reference： [1]Organic Letters,2001,vol. 3,p. 2387 - 2390

21
[ 6656-60-6 ]
[ 103548-13-6 ]

Yield	Reaction Conditions	Operation in experiment
91%	With glucose dehydrogenase; ketoreductase; NADPH In dimethyl sulfoxide at 34℃; for 4h;

Reference： [1]Kaluzna, Iwona A.; David Rozzell; Kambourakis, Spiros [Tetrahedron Asymmetry, 2005, vol. 16, # 22, p. 3682 - 3689]

22
[ 6656-60-6 ]
[ 784193-14-2 ]

Yield	Reaction Conditions	Operation in experiment
94%	With diethylamino-sulfur trifluoride In ethanol; dichloromethane
4 g	With diethylamino-sulfur trifluoride In dichloromethane at 0 - 20℃; for 18h;	14.2 Step 2 (ME-S2) Step 2 (ME-52):Diethylamino sulfurtrifluoride (5.9 mL, 44.94 mmol) was added to a solution of ME-Si (4.0 g,22.47 mmol) in dichloromethane (40 mL) at 0°C and the solution was stirred at roomtemperature for 18 h. The reaction was quenched with ice water and the mixture was extracted with dichloromethane. The combined organic layer was washed successively with water, brine; dried over anhydrous sodium sulfate and concentrated in vacuum to afford 4.Og of ME-52 as a brown liquid.

Reference： [1]Carpino, Philip A.; Griffith, David A.; Sakya, Subas; Dow, Robert L.; Black, Shawn C.; Hadcock, John R.; Iredale, Philip A.; Scott, Dennis O.; Fichtner, Michael W.; Rose, Colin R.; Day, Robert; Dibrino, Joseph; Butler, Mary; DeBartolo, Demetria B.; Dutcher, Darrin; Gautreau, Denise; Lizano, Jeff S.; O'Connor, Rebecca E.; Sands, Michelle A.; Kelly-Sullivan, Dawn; Ward, Karen M. [Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 3, p. 731 - 736]
[2]Current Patent Assignee: VIVORYON THERAPEUTICS AG - WO2014/140279, 2014, A1 Location in patent: Page/Page column 69; 125

23
[ 6656-60-6 ]
[ 104-94-9 ]
(+)-N-(4-methoxyphenyl)-(1-methyl-2-benzoate-ethyl)amine [ No CAS ]
(-)-N-(4-methoxyphenyl)-(1-methyl-2-benzoate-ethyl)amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; 5A molecular sieve; ethyl Hantzsch ester In benzene at 40℃; for 96h; Title compound not separated from byproducts;

Reference： [1]Storer, R. Ian; Carrera, Diane E.; Ni, Yike; MacMillan, David W. C. [Journal of the American Chemical Society, 2006, vol. 128, # 1, p. 84 - 86]

24
[ 201230-82-2 ]
oxiran-2-ylmethyl benzoate [ No CAS ]
4-(benzoyloxymethyl)-2-propiolactone [ No CAS ]
[ 6656-60-6 ]

Yield	Reaction Conditions	Operation in experiment
	With [(salph)Cr(THF)2][Co(CO)4] In 1,2-dimethoxyethane at 22℃; for 6h;

Reference： [1]Kramer, John W.; Lobkovsky, Emil B.; Coates, Geoffrey W. [Organic Letters, 2006, vol. 8, # 17, p. 3709 - 3712]

25
[ 6656-60-6 ]
Benzoic acid (4R,5R,6R)-10-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 2,6-lutinine / benzene / 3 h / 0 °C 2: BF₃*Et₂O / CH₂Cl₂ / 3 h / -78 °C

Reference： [1]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]

26
[ 6656-60-6 ]
Benzoic acid (4S,5R,6R)-10-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-methyl-2-oxo-decyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 2,6-lutinine / benzene / 3 h / 0 °C 2: BF₃*Et₂O / CH₂Cl₂ / 3 h / -78 °C

Reference： [1]Samadi, Mohammad; Munoz-Letelier, Christian; Poigny, Stéphane; Guyot, Michèle [Tetrahedron Letters, 2000, vol. 41, # 18, p. 3349 - 3353]

27
[ 6656-60-6 ]
2-benzoyloxymethyl-2-methanesulfonyloxypropionitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 78 percent / NaHCO₃ / diethyl ether; H₂O / 48 h / Ambient temperature 2: 0.95 g / Et₃N / CH₂Cl₂ / 21 h / Ambient temperature

Reference： [1]Ingate, Simon T.; Marco, Jose L.; Witvrouw, Myriam; Pannecouque, Cristophe; De Clercq, Erik [Tetrahedron, 1997, vol. 53, # 52, p. 17795 - 17814]

28
[ 6656-60-6 ]
4-amino-5-benzoyloxymethyl-5-methyl-1,2-oxathiole 2,2-dioxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 78 percent / NaHCO₃ / diethyl ether; H₂O / 48 h / Ambient temperature 2: 0.95 g / Et₃N / CH₂Cl₂ / 21 h / Ambient temperature 3: 54 percent / DBU / acetonitrile / 24 h / Ambient temperature

Reference： [1]Ingate, Simon T.; Marco, Jose L.; Witvrouw, Myriam; Pannecouque, Cristophe; De Clercq, Erik [Tetrahedron, 1997, vol. 53, # 52, p. 17795 - 17814]

29
[ 6656-60-6 ]
[ 207556-17-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 65 percent / pTSA / toluene / 18 h / Heating 2: 75 percent / benzene / 4 h / Heating

Reference： [1]Nguyen-Ba, Nghe; Brown, William; Lee, Nola; Zacharie, Boulos [Synthesis, 1998, # 5, p. 759 - 762]

30
[ 6656-60-6 ]
Benzoic acid (2R,4S)-4-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-2-methyl-[1,3]oxathiolan-2-ylmethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 65 percent / pTSA / toluene / 18 h / Heating 2: 75 percent / benzene / 4 h / Heating 3: TMSI / CH₂Cl₂

Reference： [1]Nguyen-Ba, Nghe; Brown, William; Lee, Nola; Zacharie, Boulos [Synthesis, 1998, # 5, p. 759 - 762]

31
[ 6656-60-6 ]
Benzoic acid (2S,4S)-4-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-2-methyl-[1,3]oxathiolan-2-ylmethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 65 percent / pTSA / toluene / 18 h / Heating 2: 75 percent / benzene / 4 h / Heating 3: TMSI / CH₂Cl₂

Reference： [1]Nguyen-Ba, Nghe; Brown, William; Lee, Nola; Zacharie, Boulos [Synthesis, 1998, # 5, p. 759 - 762]

32
[ 6656-60-6 ]
2-<(Benzoyloxy)methyl>-2,5-dihydro-2,4,5,5-tetramethylimidazole-1-oxyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 10 percent / NH₄OAc / methanol / 1.) 5 min, 2.) r.t., 1 h 2: 94 percent / PbO₂ / diethyl ether / 2 h / Ambient temperature

Reference： [1]Hintermaier, Frank; Volodarsky, Leonid B.; Polborn, Kurt; Beck, Wolfgang [Liebigs Annalen, 1995, # 12, p. 2189 - 2194]

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P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 6656-60-6 ]

Quality Control of [ 6656-60-6 ]

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Product Details of [ 6656-60-6 ]

Safety of [ 6656-60-6 ]

Application In Synthesis of [ 6656-60-6 ]

[ 6656-60-6 ] Synthesis Path-Downstream 1~32

Related Functional Groups of [ 6656-60-6 ]

Aryls

Ketones

Esters

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[ 6656-60-6 ]