[ CAS No. 56069-39-7 ] {[proInfo.proName]}

Name: 56069-39-7|Diethyl ((phenylsulfonyl)methyl)phosphonate|97%
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SKU: A252733
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Quality Control of [ 56069-39-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 56069-39-7 ]

CAS No. :	56069-39-7	MDL No. :	MFCD03453041
Formula :	C₁₁H₁₇O₅PS	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RCSDMTWWPNXXPP-UHFFFAOYSA-N
M.W :	292.29	Pubchem ID :	10891636
Synonyms :

Calculated chemistry of [ 56069-39-7 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.45
Num. rotatable bonds :	7
Num. H-bond acceptors :	5.0
Num. H-bond donors :	0.0
Molar Refractivity :	69.6
TPSA :	87.86 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.2 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.47
Log Po/w (XLOGP3) :	1.24
Log Po/w (WLOGP) :	3.76
Log Po/w (MLOGP) :	1.33
Log Po/w (SILICOS-IT) :	0.87
Consensus Log Po/w :	1.74

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.22
Solubility :	1.77 mg/ml ; 0.00605 mol/l
Class :	Soluble
Log S (Ali) :	-2.68
Solubility :	0.606 mg/ml ; 0.00207 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.8
Solubility :	0.046 mg/ml ; 0.000157 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.66

Safety of [ 56069-39-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 56069-39-7 ]

* 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.

Upstream synthesis route of [ 56069-39-7 ]
Downstream synthetic route of [ 56069-39-7 ]

[ 56069-39-7 ] Synthesis Path-Upstream 1~15

1
[ 3112-85-4 ]
[ 814-49-3 ]
[ 56069-39-7 ]

Reference： [1] Journal of the American Chemical Society, 2011, vol. 133, # 13, p. 4702 - 4705
[2] Journal of the American Chemical Society, 2016, vol. 138, # 27, p. 8332 - 8335
[3] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 24, p. 4097 - 4102
[4] Journal of the American Chemical Society, 2014, vol. 136, # 33, p. 11602 - 11605

2
[ 38066-16-9 ]
[ 56069-39-7 ]

Reference： [1] Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 104, # 14, p. 113 - 122
[2] Journal of Organic Chemistry, 1989, vol. 54, # 7, p. 1548 - 1562
[3] Synthetic Communications, 1986, vol. 16, # 2, p. 139 - 148
[4] Chemical Communications, 2012, vol. 48, # 6, p. 835 - 837
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 4, p. 1473 - 1487
[6] Chemische Berichte, 1984, vol. 117, # 4, p. 1424 - 1435
[7] Journal of Organic Chemistry, 2006, vol. 71, # 1, p. 405 - 408
[8] Tetrahedron Asymmetry, 2010, vol. 21, # 13-14, p. 1666 - 1673
[9] Organic Syntheses, 2002, vol. 78, p. 169 - 169
[10] Journal of Organic Chemistry, 2010, vol. 75, # 13, p. 4652 - 4655
[11] Journal of Medicinal Chemistry, 2013, vol. 56, # 17, p. 6638 - 6650
[12] Carbohydrate Research, 1993, vol. 246, p. 361 - 370
[13] Organic and Biomolecular Chemistry, 2013, vol. 11, # 35, p. 5913 - 5921
[14] Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 54, # 1/4, p. 171 - 179
[15] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 19, p. 5203 - 5211
[16] Patent: US2006/241057, 2006, A1, . Location in patent: Page/Page column 7; 9; 13
[17] Recueil: Journal of the Royal Netherlands Chemical Society, 1981, vol. 100, # 11, p. 410 - 414
[18] Chemical Communications, 1996, # 12, p. 1457 - 1458
[19] Organic Letters, 2004, vol. 6, # 12, p. 2047 - 2049
[20] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 23, p. 6563 - 6566
[21] Australian Journal of Chemistry, 1993, vol. 46, # 6, p. 805 - 824
[22] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 12, p. 3229 - 3232

3
[ 683-08-9 ]
[ 368-43-4 ]
[ 56069-39-7 ]

Reference： [1] Synthetic Communications, 1998, vol. 28, # 7, p. 1253 - 1256
[2] Patent: US9562069, 2017, B2, . Location in patent: Page/Page column 102

4
[ 38066-16-9 ]
[ 56069-39-7 ]

Reference： [1] Patent: US6034066, 2000, A,

5
[ 38066-16-9 ]
[ 56069-39-7 ]

Reference： [1] Patent: EP906333, 2001, B1,

6
[ 50746-65-1 ]
[ 56069-39-7 ]

Reference： [1] Australian Journal of Chemistry, 1993, vol. 46, # 6, p. 805 - 824

7
[ 7205-91-6 ]
[ 56069-39-7 ]

Reference： [1] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 19, p. 5203 - 5211
[2] Synthetic Communications, 1986, vol. 16, # 2, p. 139 - 148
[3] Australian Journal of Chemistry, 1993, vol. 46, # 6, p. 805 - 824
[4] Organic and Biomolecular Chemistry, 2013, vol. 11, # 35, p. 5913 - 5921

8
[ 108-98-5 ]
[ 56069-39-7 ]

Reference： [1] Chemical Communications, 2012, vol. 48, # 6, p. 835 - 837
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 17, p. 6638 - 6650
[3] Organic Syntheses, 2002, vol. 78, p. 169 - 169

9
[ 10419-77-9 ]
[ 56069-39-7 ]

Reference： [1] Chemical Communications, 2012, vol. 48, # 6, p. 835 - 837
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 17, p. 6638 - 6650

10
[ 59664-75-4 ]
[ 56069-39-7 ]

Reference： [1] Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 104, # 14, p. 113 - 122

11
[ 73778-53-7 ]
[ 56069-39-7 ]

Reference： [1] Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 104, # 14, p. 113 - 122

12
[ 73778-52-6 ]
[ 56069-39-7 ]

Reference： [1] Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 104, # 14, p. 113 - 122

13
[ 3084-40-0 ]
[ 56069-39-7 ]

Reference： [1] Journal of Medicinal Chemistry, 2014, vol. 57, # 4, p. 1473 - 1487

14
[ 38066-16-9 ]
[ 50746-65-1 ]
[ 56069-39-7 ]

Reference： [1] Recueil: Journal of the Royal Netherlands Chemical Society, 1981, vol. 100, # 11, p. 410 - 414

15
[ 6704-31-0 ]
[ 56069-39-7 ]
[ 1221819-46-0 ]

Reference： [1] European Journal of Organic Chemistry, 2017, vol. 2017, # 31, p. 4530 - 4542

[ 56069-39-7 ] Synthesis Path-Downstream 1~61

1
[ 14371-10-9 ]
[ 56069-39-7 ]
[ 67229-92-9 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1981,vol. 100,p. 410 - 414
[2]Chemistry - A European Journal,2003,vol. 9,p. 1511 - 1520
[3]Journal of the American Chemical Society,2004,vol. 126,p. 1624 - 1625

2
[ 111-24-0 ]
[ 56069-39-7 ]
[ 130948-71-9 ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 83 - 91
[2]Synthetic Communications,2007,vol. 37,p. 119 - 127
[3]Phosphorus, Sulfur and Silicon and the Related Elements,1990,vol. 54,p. 171 - 179

3
[ 38066-16-9 ]
[ 56069-39-7 ]

Reference： [1]Phosphorus, Sulfur and Silicon and the Related Elements,1995,vol. 104,p. 113 - 122
[2]Journal of Organic Chemistry,1989,vol. 54,p. 1548 - 1562
[3]Synthetic Communications,1986,vol. 16,p. 139 - 148
[4]Chemical Communications,2012,vol. 48,p. 835 - 837
[5]Journal of Medicinal Chemistry,2014,vol. 57,p. 1473 - 1487
[6]Chemische Berichte,1984,vol. 117,p. 1424 - 1435
[7]Journal of Organic Chemistry,2006,vol. 71,p. 405 - 408
[8]Tetrahedron Asymmetry,2010,vol. 21,p. 1666 - 1673
[9]Organic Syntheses,2002,vol. 78,p. 169 - 169
[10]Journal of Organic Chemistry,2010,vol. 75,p. 4652 - 4655
[11]Journal of Medicinal Chemistry,2013,vol. 56,p. 6638 - 6650
[12]Carbohydrate Research,1993,vol. 246,p. 361 - 370
[13]Organic and Biomolecular Chemistry,2013,vol. 11,p. 5913 - 5921
[14]Phosphorus, Sulfur and Silicon and the Related Elements,1990,vol. 54,p. 171 - 179
[15]Bioorganic and Medicinal Chemistry,2004,vol. 12,p. 5203 - 5211
[16]Patent: US2006/241057,2006,A1 .Location in patent: Page/Page column 7; 9; 13
[17]Recueil des Travaux Chimiques des Pays-Bas,1981,vol. 100,p. 410 - 414
[18]Chemical Communications,1996,p. 1457 - 1458
[19]Organic Letters,2004,vol. 6,p. 2047 - 2049
[20]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6563 - 6566
[21]Australian Journal of Chemistry,1993,vol. 46,p. 805 - 824
[22]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 3229 - 3232

4
[ 56069-39-7 ]
[ 135789-87-6 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: According thereported procedure,[1] to a suspensionof NaH (1 eq.) in THF was added a solution of 1-substituted (phenylsulfonyl)methane(1 eq.) in THF (10 mL) at 0 C underargon. After stirring for 1 h, a solution of Selectfluor (1.1 eq.) in anhydrousDMF was added dropwise at the same temperature and the reaction mixture wasstirred overnight, and monitored by TLC. After full conversion, CH2Cl2was added and the mixture was washed washed with water and brine and then theorganic layer was dried over MgSO4, filtered, concentrated and theresidue was purified by column chromatography to give the title product. [1] Prakash, G. K. S. et al.Beilstein J. Org. Chem, 2008, 4, 1.

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 405 - 408
[2]Journal of the American Chemical Society,2016,vol. 138,p. 8332 - 8335
[3]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 3959 - 3962
[4]Organic Letters,2004,vol. 6,p. 2047 - 2049
[5]Tetrahedron Letters,2013,vol. 54,p. 2097 - 2100

5
[ 56069-39-7 ]
[ 107-02-8 ]
[ 80283-61-0 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1981,vol. 100,p. 410 - 414
[2]Chemistry - A European Journal,2003,vol. 9,p. 1511 - 1520

6
[ 56069-39-7 ]
[ 15186-48-8 ]
[ 123538-50-1 ]

Reference： [1]Journal of the American Chemical Society,1989,vol. 111,p. 7487 - 7500
[2]Journal of the Chemical Society. Perkin transactions I,1998,p. 4097 - 4102

7
[ 3112-85-4 ]
[ 814-49-3 ]
[ 56069-39-7 ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 4702 - 4705
[2]Journal of the American Chemical Society,2016,vol. 138,p. 8332 - 8335
[3]Journal of the Chemical Society. Perkin transactions I,1998,p. 4097 - 4102
[4]Journal of the American Chemical Society,2014,vol. 136,p. 11602 - 11605

8
[ 56069-39-7 ]
[ 170112-07-9 ]
[ 170111-73-6 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Sodium hydride (1.5 eq) in tetrahydrofuranwas cooled to 0C,and diethyl((phenylsulfonyl)methyl)phosphonate in tetrahydrofuran was added dropwise. The reaction was stirred at0C for 20 min, then compounds B3a-fin tetrahydrofuranwere added. The reaction was quenched with saturated sodium bicarbonate afterstirring for 5 min. The mixture was diluted with ethyl acetate and water. Thelayers were separated followed by the extraction of the aqueous phase withethyl acetate. The organic layer was dried over MgSO4, filtered andevaporated. The mixture was purified by flash column chromatography to obtaincompound B4a-f (40-70 % yield).

Reference： [1]Bioorganic and Medicinal Chemistry,1998,vol. 6,p. 2477 - 2494
[2]Chemical Communications,2012,vol. 48,p. 835 - 837
[3]Antimicrobial Agents and Chemotherapy,2003,vol. 47,p. 154 - 160
[4]Journal of the American Chemical Society,2016,vol. 138,p. 8332 - 8335
[5]Bioorganic and medicinal chemistry letters,2020,vol. 30

9
[ 56069-39-7 ]
[ 1489-69-6 ]
(E)-2-cyclopropylethenyl phenyl sulfone [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2004,vol. 126,p. 1624 - 1625

10
[ 104-53-0 ]
[ 56069-39-7 ]
[ 87837-53-4 ]

Reference： [1]Organic Letters,2004,vol. 6,p. 2047 - 2049
[2]Tetrahedron Letters,2009,vol. 50,p. 5424 - 5427

11
[ 111-71-7 ]
[ 56069-39-7 ]
[ 77144-81-1 ]

Reference： [1]Organic Letters,2004,vol. 6,p. 2047 - 2049

12
[ 56069-39-7 ]
[ 108-94-1 ]
[ 90020-44-3 ]

Reference： [1]Organic Letters,2004,vol. 6,p. 2047 - 2049
[2]Tetrahedron Letters,2009,vol. 50,p. 5424 - 5427

13
[ 56069-39-7 ]
[ 100-52-7 ]
[ 16212-06-9 ]

Reference： [1]Organic Letters,2004,vol. 6,p. 2047 - 2049
[2]Chemistry - A European Journal,2003,vol. 9,p. 1511 - 1520
[3]Tetrahedron Letters,2009,vol. 50,p. 5424 - 5427

14
[ 56069-39-7 ]
[ 72155-45-4 ]
[ 799560-42-2 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Sodium hydride (1.5 eq) in tetrahydrofuranwas cooled to 0C,and diethyl((phenylsulfonyl)methyl)phosphonate in tetrahydrofuran was added dropwise. The reaction was stirred at0C for 20 min, then compounds B3a-fin tetrahydrofuranwere added. The reaction was quenched with saturated sodium bicarbonate afterstirring for 5 min. The mixture was diluted with ethyl acetate and water. Thelayers were separated followed by the extraction of the aqueous phase withethyl acetate. The organic layer was dried over MgSO4, filtered andevaporated. The mixture was purified by flash column chromatography to obtaincompound B4a-f (40-70 % yield).

Reference： [1]Bioorganic and Medicinal Chemistry,2004,vol. 12,p. 5203 - 5211
[2]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6563 - 6566
[3]Bioorganic and medicinal chemistry letters,2020,vol. 30

15
[ 106-72-9 ]
[ 56069-39-7 ]
[(1E)-3,7-dimethylocta-1,6-dienyl]sulfonyl}benzene [ No CAS ]

Reference： [1]Organic Letters,2002,vol. 4,p. 4705 - 4708

16
[ 56069-39-7 ]
[ 104-87-0 ]
[ 30166-88-2 ]

Reference： [1]European Journal of Organic Chemistry,2015,vol. 2015,p. 4756 - 4764
[2]Chemistry - A European Journal,2003,vol. 9,p. 1511 - 1520
[3]Tetrahedron Letters,2009,vol. 50,p. 5424 - 5427

17
[ 56069-39-7 ]
[ 66-99-9 ]
[ 30246-73-2 ]

Reference： [1]Chemistry - A European Journal,2003,vol. 9,p. 1511 - 1520

18
[ 56069-39-7 ]
[ 77119-85-8 ]
[ 769967-12-6 ]

Yield	Reaction Conditions	Operation in experiment
85%	With sodium methylate; In methanol;	Phenyl-(3R)-3-amino-4-phenylbut-1-enyl Sulfone Hydrochloride (D-Phe-VS-Ph.HCl). Boc-D-Phe-VS-Ph was prepared by reaction of Boc-D-Phe-H with diethyl phenylsulfonylmethanephosphonate in the presence of 2 N sodium methoxide, yield 85%. 1H-NMR (CDCl3) delta 1.3-1.4 (s, 9H, Boc), 2.9 (d, 2H, CH2-Phe), 4.4-4.5 (b, 1H, alpha-H), 4.6-4.7 (b, 1H, NH), 6.3 (d, 1H, CH), 6.9-7.0 (dd, 1H, CH), 7.1-7.3 (m, 5H, Ph), 7.5-7.8 (m, 5H, SO2-Ph). MS (FAB+) m/z 388 (M+1, 15%), 288 (M-Boc+1, 100%). Boc-D-Phe-VS-Ph was deblocked with 6.7 N HCl in EtOAc to give D-Phe-VS-Ph.HCl, yield 88%. 1H-NMR (DMSO-d6) delta 2.9-3.0 (m, 1H, CH2-Phe), 3.1-3.2 (m, 1H), 4.2 (b, 1H, alpha-H), 6.7-6.8 (m, 2H, CH), 7.1-7.3 (m, 6H, CH and Ph), 7.6-7.8 (m, 5H, SO2-Ph), 8.6-8.8 (b, 2H, NH2). MS (FAB+) m/z 288 (M-Cl, 100%).

Reference： [1]Patent: US2006/241057,2006,A1 .Location in patent: Page/Page column 14

19
[ 56069-39-7 ]
[ 99-91-2 ]
[ 86971-45-1 ]

Reference： [1]Angewandte Chemie - International Edition,2007,vol. 46,p. 5955 - 5957

20
[ 56069-39-7 ]
[ 74684-99-4 ]
[ 951678-63-0 ]

Reference： [1]Angewandte Chemie - International Edition,2007,vol. 46,p. 5955 - 5957

21
[ 56069-39-7 ]
[ 17422-74-1 ]
[ 179637-98-0 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 233 - 236

22
[ 455-19-6 ]
[ 56069-39-7 ]
[ 855298-16-7 ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 1473 - 1487
[2]Tetrahedron,2008,vol. 64,p. 5322 - 5327
[3]Tetrahedron Letters,2009,vol. 50,p. 5424 - 5427

23
[ 6564-72-3 ]
[ 56069-39-7 ]
[ 1193390-73-6 ]

Yield	Reaction Conditions	Operation in experiment
39%	With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In benzene at 0 - 20℃; Inert atmosphere;

Reference： [1]Location in patent: experimental part Pasetto, Paolo; Walczak, Matthew C. [Tetrahedron, 2009, vol. 65, # 41, p. 8468 - 8477]

24
[ 56069-39-7 ]
[ 1310711-23-9 ]
[ 1310711-26-2 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: To a suspension of NaH 60% (1.8 mmol, 1.1 equiv) in THF (5 ml), at 0 C, was added 1 equiv of the appropriate phosphonate. The resulting solution was stirred at temperature room for 30 min. A solution of 1 equiv of the appropriate aldehyde 3 in THF (16 ml) was added and stirred at room temperature for 2 h. The solvent was removed under reduced pressure, and the residue was dissolved in CH2Cl2. The organic solution was washed with brine, dried, and concentrated. The resulting residue was flash chromatographed.

Reference： [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 2141 - 2146

25
[ 56069-39-7 ]
[ 1310711-24-0 ]
[ 1310711-28-4 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: To a suspension of NaH 60% (1.8 mmol, 1.1 equiv) in THF (5 ml), at 0 C, was added 1 equiv of the appropriate phosphonate. The resulting solution was stirred at temperature room for 30 min. A solution of 1 equiv of the appropriate aldehyde 3 in THF (16 ml) was added and stirred at room temperature for 2 h. The solvent was removed under reduced pressure, and the residue was dissolved in CH2Cl2. The organic solution was washed with brine, dried, and concentrated. The resulting residue was flash chromatographed.

Reference： [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 2141 - 2146

26
[ 56069-39-7 ]
[ 65292-99-1 ]
[ 1417801-93-4 ]

Yield	Reaction Conditions	Operation in experiment
82%	Stage #1: diethyl phenylsulfonylmethylphosphonate With lithium hexamethyldisilazane In tetrahydrofuran for 0.333333h; Inert atmosphere; Stage #2: 2-(3-methoxyphenyl)acetaldehyde In tetrahydrofuran for 1h; Inert atmosphere;

Reference： [1]Zhao, Peng; Beaudry, Christopher M. [Organic Letters, 2013, vol. 15, # 2, p. 402 - 405]

27
[ 56069-39-7 ]
[ 123-72-8 ]
[ 59807-91-9 ]
(Z)-(pent-1-en-1-ylsulfonyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: asolution of <strong>[56069-39-7]diethyl ((phenylsulfonyl)methyl)phosphonate</strong> (500mg, 1.7 mmol, 1equiv)in dry tetrahydrofuran (2 mL)was added dropwise to astirring suspension of sodium hydride (39mg, 1.53 mmol, 0.9 equiv)in dry tetrahydrofuran (5mL) at 0 C under inert condition. After 30 min, asolution of a-substituted acetaldehyde (1.7mmol, 1.0 equiv)in dry tetrahydrofuran (3mL)was added to the reaction mixture. Stirring was continued for an hour. The reaction was quenched by an addition of 5mL of sodium bisulfate (5wt %solution).The solution was concentrated under vacuum, diluted with water (10mL),and extracted with ethylacetate (3 5 mL).The combined organic extracts were washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered,and concentrated under vacuum. Purificationby flash column chromatography (silicagel; 97:3 hexane/ethylacetate)provided the desired product.