[ CAS No. 19132-06-0 ] {[proInfo.proName]}

Name: 19132-06-0|(2S,3S)-Butane-2,3-diol|97%
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SKU: A145558
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Quality Control of [ 19132-06-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 19132-06-0 ]

SDS Specification

Alternatived Products of [ 19132-06-0 ]

Product Details of [ 19132-06-0 ]

CAS No. :	19132-06-0	MDL No. :	MFCD00063648
Formula :	C₄H₁₀O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	OWBTYPJTUOEWEK-IMJSIDKUSA-N
M.W :	90.12	Pubchem ID :	439888
Synonyms :

Calculated chemistry of [ 19132-06-0 ]

Physicochemical Properties

Num. heavy atoms :	6
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	2.0
Molar Refractivity :	23.67
TPSA :	40.46 Å²

Pharmacokinetics

GI absorption :	High
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) :	-7.5 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.4
Log Po/w (XLOGP3) :	-0.92
Log Po/w (WLOGP) :	-0.25
Log Po/w (MLOGP) :	-0.18
Log Po/w (SILICOS-IT) :	-0.36
Consensus Log Po/w :	-0.06

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	0.25
Solubility :	159.0 mg/ml ; 1.77 mol/l
Class :	Highly soluble
Log S (Ali) :	0.55
Solubility :	323.0 mg/ml ; 3.58 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	0.5
Solubility :	282.0 mg/ml ; 3.13 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.48

Safety of [ 19132-06-0 ]

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:

Application In Synthesis of [ 19132-06-0 ]

* 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 [ 19132-06-0 ]

[ 19132-06-0 ] Synthesis Path-Downstream 1~88

1
[ 58-86-6 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]

Reference： [1]Iowa State College Journal of Science,vol. 5,p. 149
Chemisches Zentralblatt,1931,vol. 102,p. 1441
[2]Industrial and Engineering Chemistry,1933,vol. 25,p. 798
[3]Iowa State College Journal of Science,vol. 5,p. 149
Chemisches Zentralblatt,1931,vol. 102,p. 1441

2
[ 50-99-7 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]

Reference： [1]Journal of the American Chemical Society,1944,vol. 66,p. 541,542
[2]Canadian Journal of Research, Section B: Chemical Sciences,1947,vol. 25,p. 65
Canadian Journal of Research, Section B: Chemical Sciences,1948,vol. 26,p. 335
[3]Canadian Journal of Research, Section B: Chemical Sciences,1947,vol. 25,p. 65
Canadian Journal of Research, Section B: Chemical Sciences,1948,vol. 26,p. 335

3
[ 925669-95-0 ]
[ 19132-06-0 ]

Reference： [1]Journal of the American Chemical Society,1936,vol. 58,p. 2399
[2]Journal of the American Chemical Society,2010,vol. 132,p. 15744 - 15751
[3]ChemBioChem,2011,vol. 12,p. 1529 - 1535

4
[ 57-50-1 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]

Reference： [1]Industrial and Engineering Chemistry,1933,vol. 25,p. 798
[2]Iowa State College Journal of Science,vol. 5,p. 149
Chemisches Zentralblatt,1931,vol. 102,p. 1441
[3]Iowa State College Journal of Science,vol. 5,p. 149
Chemisches Zentralblatt,1931,vol. 102,p. 1441
[4]Industrial and Engineering Chemistry,1933,vol. 25,p. 798

5
[ 19132-06-0 ]
[ 20502-88-9 ]
(4S)-2-methoxy-4r,5t-dimethyl-[1,3,2]dioxaphospholane [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1974,vol. 39,p. 2073 - 2079

6
[ 19132-06-0 ]
[ 51260-44-7 ]

Yield	Reaction Conditions	Operation in experiment
96%	With pyridine; thionyl chloride; In dichloromethane;	Two of the diastereomers of T124 can be accessed beginning from opening of the cyclic sulfite of (2S,3S)-butanediol (124-1) with 2-iodophenol to give 124-3. Subsequent Sonagashira coupling, hydrogenation, and Boc protection provided Boc-T124d.1H-NMR (CDCl3, 300 MHz): delta 7.19-7.11 (m, 2H), 6.92-6.83 (m, 2H), 4.88 (br s, 1H), 4.38 (dq, 1H, J=3.1 & J=6.3 Hz), 4.07 (br s, 1H), 3.16-3.04 (m, 2H), 2.73-2.57 (m, 2H), 2.27 (br s, 1H), 1.83-1.72 (m, 2H), 1.45 (s, 9H), 1.28 (d, 3H, J=4.2 Hz), 1.26 (d, 3H, J=4.0 Hz)LC-MS (Grad B4) tR: 12.57 minInversion of the chiral alcohol center of T124d under Mitsunobu conditions followed by hydrolysis yielded Boc-T124a.TLC: Rf=0.5 (EtOAc:Hexanes, 1:1), detection: UV, CMA1H-NMR (CDCl3, 300 MHz): delta 7.19-7.12 (m, 2H), 6.93-6.86 (m, 2H), 4.86 (br s, 1H), 4.23 (p, 1H, J=3.1 & 6.3 Hz), 3.95-3.87 (m, 1H), 3.11 (dd, 2H, J=6.2 & 12.7 Hz), 2.66 (t, 2H, J=7.3 Hz), 2.56 (br s, 1H), 1.82-1.71 (m, 2H), 1.45 (s, 9H), 1.28 (d, 3H, J=6.4 Hz), 1.25 (d, 3H, J=6.1 Hz)LC-MS (Grad A4) tR: 7.59 min

Reference： [1]Bulletin of the Chemical Society of Japan,1993,vol. 66,p. 513 - 522
[2]Patent: US2008/194672,2008,A1 .Location in patent: Page/Page column 54
[3]Journal of the American Chemical Society,2013,vol. 135,p. 17176 - 17186
[4]Journal of Organic Chemistry,1974,vol. 39,p. 2073 - 2079

7
[ 19132-06-0 ]
[ 64-19-7 ]
[ 73346-91-5 ]

Reference： [1]Tetrahedron,1979,vol. 35,p. 1279 - 1284

8
[ 539-52-6 ]
[ 19132-06-0 ]
[ 125029-44-9 ]

Reference： [1]Tetrahedron Letters,1989,vol. 30,p. 2267 - 2268

9
[ 75-77-4 ]
[ 19132-06-0 ]
[ 108813-04-3 ]

Reference： [1]Journal of Organic Chemistry,1987,vol. 52,p. 3000 - 3003
[2]Journal of Organic Chemistry,1990,vol. 55,p. 2055 - 2060

10
[ 75-77-4 ]
[ 19132-06-0 ]
[ 77429-75-5 ]

Reference： [1]Journal of Organic Chemistry,1981,vol. 46,p. 2960 - 2965

11
[ 37860-51-8 ]
[ 19132-06-0 ]
[ 135761-27-2 ]

Reference： [1]Liebigs Annalen der Chemie,1991,p. 1091 - 1094

12
[ 102-52-3 ]
[ 19132-06-0 ]
[ 116261-28-0 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 5179 - 5181
[2]Tetrahedron,1998,vol. 54,p. 8919 - 8932

13
[ 19132-06-0 ]
[ 131543-46-9 ]
[ 6705-90-4 ]
[ 38737-48-3 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 5179 - 5181

14
[ 19132-06-0 ]
[ 131543-46-9 ]
[ 116185-07-0 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 5179 - 5181

15
[ 19132-06-0 ]
[ 1728-36-5 ]
[ 92803-20-8 ]

Reference： [1]Journal of Organic Chemistry,1990,vol. 55,p. 2045 - 2055

16
[ 19132-06-0 ]
[ 14845-41-1 ]
[ 94390-32-6 ]
[ 94390-32-6 ]

Reference： [1]Chemical and pharmaceutical bulletin,1984,vol. 32,p. 3417 - 3427

17
[ 19132-06-0 ]
[ 66774-71-8 ]
(20S)-des-A,B-8β-(benzoyloxy)-20-<(4'S,5'S)-4',5'-dimethyl-1',3'-dioxalan-2'-yl>pregnane [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1993,vol. 58,p. 124 - 131

18
[ 19132-06-0 ]
[ 1125-21-9 ]
[ 141245-61-6 ]

Reference： [1]Tetrahedron Asymmetry,1992,vol. 3,p. 443 - 450
[2]Organic and Biomolecular Chemistry,2006,vol. 4,p. 4186 - 4192

19
[ 19132-06-0 ]
[ 56294-19-0 ]
(2S,3S)-2,3,7-Trimethyl-1,4-dioxa-spiro[4.5]decane-7-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Chemical and pharmaceutical bulletin,1984,vol. 32,p. 3417 - 3427

20
[ 19132-06-0 ]
[ 129569-37-5 ]
[ 129521-24-0 ]

Reference： [1]Journal of Organic Chemistry,1990,vol. 55,p. 5854 - 5861

21
[ 19132-06-0 ]
[ 129521-18-2 ]
[ 129521-20-6 ]
[ 129521-24-0 ]

Reference： [1]Journal of Organic Chemistry,1990,vol. 55,p. 5854 - 5861

22
[ 19132-06-0 ]
[ 112775-54-9 ]
[ 112775-55-0 ]

Reference： [1]Tetrahedron Letters,1987,vol. 28,p. 2363 - 2366

23
[ 19132-06-0 ]
(E)-4-Methyl-7-oxo-7-(pyridin-3-ylsulfanylcarbonyloxy)-hept-3-enoic acid [ No CAS ]
[ 92737-86-5 ]

Reference： [1]Tetrahedron,1984,vol. 40,p. 2275 - 2282

24
[ 19132-06-0 ]
[ 91817-50-4 ]
[ 91817-51-5 ]
[ 91817-51-5 ]

Reference： [1]Angewandte Chemie,1984,vol. 96,p. 701 - 702

25
[ 19132-06-0 ]
[ 91817-49-1 ]
[ 91817-51-5 ]
[ 91817-51-5 ]

Reference： [1]Angewandte Chemie,1984,vol. 96,p. 701 - 702

26
[ 19132-06-0 ]
3-(2-Chloro-allyl)-1-hydroxy-4-methoxy-9,10-dioxo-9,10-dihydro-anthracene-2-carbaldehyde [ No CAS ]
[ 150638-24-7 ]

Reference： [1]Australian Journal of Chemistry,1992,vol. 45,p. 1589 - 1610

27
[ 19132-06-0 ]
[ 157307-23-8 ]
[(4S,5S)-2-(3-Cyclopropylidene-propyl)-4,5-dimethyl-[1,3]dioxolan-2-ylethynyl]-trimethyl-silane [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 3521 - 3524

28
[ 19132-06-0 ]
[ 133815-22-2 ]

Yield	Reaction Conditions	Operation in experiment
21.2 g		To a 500-mL, 3-necked-RBF (equipped with a H20-cooled reflux condenser and an HCl trap) was added (2s,3s)-(+)-2,3-butanediol (Aldrich; 15.00 mL, 166 mmol) and CC14 (120 mL). SOCl2, reagentplus (14.57 mL, 200 mmol) was then added drop wise via a syringe over a period of 20 min and the resulting mixture was heated to 98C for 45 min, then allowed to cool to rt. The reaction mixture was then cooled in an ice/H20 bath, MeCN (120 mL) and H20 (150 mL) were added followed by ruthenium(III) chloride (0.035 g, 0.166 mmol). Sodium periodate (53.4 g, 250 mmol) was then added slowly portion wise over 30 min. The resulting biphasic brown mixture was stirred vigorously while allowed to reach rt for a period of 1.5 h (internal temperature never increased above rt). TLC (50% EtOAc in heptanes) showed complete conversion. The crude mixture was then poured into ice H20 and extracted twice with 300 mL of Et20. The combined organic layers were washed once with 200 mL of sat. sodium bicarbonate, washed once with 200 mL of brine, dried over Na2S04; and concentrated by rotary evaporation to give (4S,5S)-4,5-dimethyl-l,3,2- dioxathiolane 2,2-dioxide (21.2 g, 139 mmol) as a red oil.
21.2 g		To a 500-mL, 3-necked round-bottomed flask (equipped with a water- cooled reflux condenser and an HCI trap) was added (2s,3s)-(-f-)-2.3-butanediol (Aldrich, Milwaukee Wisconsin)(1500 nil, 166 mniol) and CCI4 (120 ml). Thionyl chloride. reagentplus (14.57 ml, 200 mmoi) was then added drop wise viaa syringe over a period of 20 minutes and the resulting mixture was heated to98 C for 45 minutes, then it was allowed to cool to room temperature. Rf ofintermediate == 0.42 eluting with 50% EtOAc in heptanes; use KMNO4 to visualizecompound, The reaction mixture was then cooled in an ice-water bath. MeCN(120 mL) and water (150 rnL) were added followed by ruthenium(111) chloride(0.035g. 0.166 nunol). Sodium periodate (53.4 g, 250 rnmol) was then addedslowly portion wise over 30 minutes. The resulting biphasic brown mixture was stirred vigorously whie allowed to reach room temperature for a period of 1.5 hour (internal temperature never increased above room temperature). TLC (50% EtOAc in heptanes) showed complete conversion. The crude mixture was thenpoured into ice water and extracted twice with 300 ml of diethyl ether. The combined organic layers were washed once with 200 ml of saturated sodium bicarbonate, washed once with 200 nil of brine, dried over sodium sulfate and concentrated by rotary evaporation to give (4S.5 S)-4,5-dimethyi- 1,3,2- dioxathiolane 2,2-dioxide (21.2 g, 139 mmoi) as a red oil.
21.2 g		To a 500-mL, 3-necked-RBF (equipped with a H20-cooled refluxcondenser and an HC1 trap) was added (2s,3s)-(+)-2,3-butanediol (Aldrich; 15.00mL, 166 mmol) and CC14 (120 mL). SOC12, reagentplus (14.57 mL, 200 mmol)was then added drop wise via a syringe over a period of 20 mm and the resultingmixture was heated to 98C for 45 mm, then allowed to cool to rt. The reactionmixture was then cooled in an ice/H20 bath, MeCN (120 mL) and H20 (150 mL) were added followed by ruthenium(III) chloride (0.035 g, 0.166 mmol). Sodium periodate (53.4 g, 250 mmol) was then added slowly portion wise over 30 mm. The resulting biphasic brown mixture was stirred vigorously while allowed toreach rt for a period of 1.5 h (internal temperature never increased above rt). TLC (50% EtOAc in heptanes) showed complete conversion. The cmde mixture was then poured into ice H20 and extracted twice with 300 mL of Et20. The combined organic layers were washed once with 200 mL of sat. sodium bicarbonate, washed once with 200 mL of brine, dried over Na2504, andconcentrated by rotary evaporation to give (45,55)-4,5-dimethyl-1,3,2- dioxathiolane 2,2-dioxide (21.2 g, 139 mmol) as a red oil.

Reference： [1]Tetrahedron Letters,1991,vol. 32,p. 999 - 1002
[2]Patent: WO2016/33486,2016,A1 .Location in patent: Page/Page column 100; 101
[3]Patent: WO2017/147410,2017,A1 .Location in patent: Page/Page column 154; 155
[4]Patent: WO2018/183418,2018,A1 .Location in patent: Page/Page column 821; 822

29
[ 19132-06-0 ]
[ 134003-68-2 ]

Reference： [1]Tetrahedron Letters,1989,vol. 30,p. 7229 - 7230

30
[ 19132-06-0 ]
[ 142236-52-0 ]

Reference： [1]Tetrahedron Letters,1989,vol. 30,p. 7229 - 7230

31
[ 87-69-4 ]
[ 19132-06-0 ]

Reference： [1]Tetrahedron,1984,vol. 40,p. 4685 - 4692
[2]Angewandte Chemie,1985,vol. 97,p. 503

32
[ 57495-46-2 ]
[ 19132-06-0 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1993,vol. 66,p. 513 - 522
[2]Journal of Organic Chemistry,1980,vol. 45,p. 538
[3]Journal of the American Chemical Society,1982,vol. 104,p. 7372 - 7374

33
[ 513-86-0 ]
[ 19132-06-0 ]
[ 78183-56-9 ]
[ 53584-56-8 ]

Reference： [1]Journal of Organic Chemistry,1986,vol. 51,p. 25 - 36

34
[ 513-86-0 ]
[ 19132-06-0 ]
[ 53584-56-8 ]

Reference： [1]Journal of Organic Chemistry,1986,vol. 51,p. 25 - 36

35
[ 19132-06-0 ]
[ 88928-93-2 ]
[ 88867-79-2 ]
[ 88867-80-5 ]

Reference： [1]Journal of the American Chemical Society,1984,vol. 106,p. 2064 - 2071

36
[ 19132-06-0 ]
[ 99685-29-7 ]
C₂₀H₃₂O₆ [ No CAS ]
C₂₀H₃₂O₆ [ No CAS ]

Reference： [1]Chemische Berichte,1985,vol. 118,p. 4597 - 4612

37
[ 19132-06-0 ]
[ 83863-07-4 ]
[3-((4S,5S)-4,5-Dimethyl-[1,3]dioxolan-2-yl)-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl]-acetic acid 2-trimethylsilanyl-ethyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1982,vol. 104,p. 7372 - 7374

38
[ 19132-06-0 ]
[ 83863-05-2 ]
[ 83876-18-0 ]

Reference： [1]Journal of the American Chemical Society,1982,vol. 104,p. 7372 - 7374

39
[ 19132-06-0 ]
[ 83863-06-3 ]
[3-((4S,5S)-4,5-Dimethyl-[1,3]dioxolan-2-yl)-4-hydroxy-5-methoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl]-acetic acid 2-trimethylsilanyl-ethyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1982,vol. 104,p. 7372 - 7374

40
[ 19132-06-0 ]
[ 49623-62-3 ]

Reference： [1]Journal of Organic Chemistry,1989,vol. 54,p. 4966 - 4970

41
[ 19132-06-0 ]
[ 68170-33-2 ]

Reference： [1]Angewandte Chemie,1985,vol. 97,p. 503

42
[ 130168-65-9 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]

Reference： [1]Chemische Berichte,1991,vol. 124,p. 219 - 226
[2]Chemische Berichte,1991,vol. 124,p. 219 - 226

43
[ 19132-06-0 ]
[ 5524-05-0 ]
[ 116513-40-7 ]

Reference： [1]Tetrahedron,1988,vol. 44,p. 471 - 480

44
[ 19132-06-0 ]
[ 100-52-7 ]
[ 69087-52-1 ]

Reference： [1]Angewandte Chemie - International Edition,2016,vol. 55,p. 15246 - 15249
Angew. Chem.,2016,vol. 128,p. 15472 - 15475,4
[2]Journal of Organic Chemistry,1980,vol. 45,p. 538

45
[ 19132-06-0 ]
[ 100-07-2 ]
[ 132043-93-7 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1990,vol. 38,p. 2381 - 2389

46
[ 19132-06-0 ]
[ 88928-94-3 ]
[ 88867-77-0 ]
[ 88867-78-1 ]

Reference： [1]Journal of the American Chemical Society,1984,vol. 106,p. 2064 - 2071

47
[ 431-03-8 ]
[ 19132-06-0 ]

Yield	Reaction Conditions	Operation in experiment
47%	With sodium perchlorate; hydrogen;[(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); In methanol; at 30℃; under 38002.6 Torr; for 18h;Product distribution / selectivity;	An example of synthesizing optically active 2,3-butanediol by hydrogenation of 2,3-butanedione is described below. A 50 mL stainless steel autoclave was charged with RuCl[(S,S)-Tsdpen](p-cymene) (0.95 mg, 0.0015 mmol) and NaClO4 (9.2 mg, 0.075 mmol) under argon. Then 2,3-butanedione (129 mg, 1.5 mmol) and methanol (3.0 mL) were added thereto. After pressurization with hydrogen, substitution was conducted five times. Hydrogen was charged to 50 atm to initiate reaction. After stirring for 18 hours at 30C, the reaction pressure was reduced to normal. The product was analyzed by 1H-NMR and HPLC reporting synthesis of (S,S)-2,3-butanediol in yield of 47%.

Reference： [1]Patent: EP1741693,2007,A1 .Location in patent: Page/Page column 13
[2]Journal of Organic Chemistry,1997,vol. 62,p. 1854 - 1856
[3]Journal of the American Chemical Society,1988,vol. 110,p. 629 - 631

48
[ 19132-06-0 ]
[ 102-92-1 ]
(E)-3-Phenyl-acrylic acid (1S,2S)-1-methyl-2-[(E)-(3-phenyl-acryloyl)oxy]-propyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 1897 - 1900

49
[ 19132-06-0 ]
[ 98-59-9 ]
[ 74839-83-1 ]

Reference： [1]Chemische Berichte,1980,vol. 113,p. 2323 - 2325
[2]Journal of Organic Chemistry,2013,vol. 78,p. 8562 - 8573

50
[ 67-64-1 ]
[ 74-88-4 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]

Reference： [1]Helvetica Chimica Acta,1990,vol. 73,p. 1833 - 1836

51
[ 513-85-9 ]
[ 19132-06-0 ]

Reference： [1]Tetrahedron Asymmetry,1993,vol. 4,p. 1995 - 2000

52
[ 37002-45-2 ]
[ 19132-06-0 ]

Reference： [1]Tetrahedron,1981,vol. 37,p. 2249 - 2254
[2]Journal of Organic Chemistry,1993,vol. 58,p. 124 - 131

53
[ 19132-06-0 ]
phenylalanine 2-pyridyl thiol ester [ No CAS ]
(S)-2-Amino-3-phenyl-propionic acid (R)-1-methyl-2-oxo-propyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1994,vol. 116,p. 7405 - 7406

54
[ 19132-06-0 ]
6-Methylenbicyclo<3.1.0>hexan-2-on [ No CAS ]
(S,S)-6-Methylenbicyclo<3.1.0>hexan-2-on-butan-2,3-diylacetal [ No CAS ]

Reference： [1]Liebigs Annales,1995,p. 897 - 920

55
[ 431-03-8 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]
[ 24347-58-8 ]

Reference： [1]Tetrahedron Letters,1995,vol. 36,p. 5239 - 5242

56
[ 19132-06-0 ]
[ 106-93-4 ]
[ 116185-07-0 ]
(2S,3S)-2,3-Dimethyl-[1,4]dioxane [ No CAS ]

Reference： [1]Tetrahedron Letters,1996,vol. 37,p. 433 - 436

57
[ 19132-06-0 ]
[ 109-64-8 ]
(2S,3S,9S,10S)-3,9-dimethyl-4,8-dioxaundecane-2,10-diol [ No CAS ]

Reference： [1]Tetrahedron Letters,1996,vol. 37,p. 433 - 436

58
[ 19132-06-0 ]
[ 107-07-3 ]
(4S,5S)-4-methyl-3-oxa-1,5-hexanediol [ No CAS ]
(4S,5S)-4,5-dimethyl-3,6-dioxa-1,8-octanediol [ No CAS ]

Reference： [1]Tetrahedron Letters,1996,vol. 37,p. 433 - 436

59
[ 19132-06-0 ]
[ 174510-06-6 ]
(2S,3S,7S)-2,3,8,8-Tetramethyl-7-phenylsulfanyl-1,4-dioxa-spiro[4.5]decane [ No CAS ]
(2S,3S,7R)-2,3,8,8-Tetramethyl-7-phenylsulfanyl-1,4-dioxa-spiro[4.5]decane [ No CAS ]

Reference： [1]Gazzetta chimica Italiana,1996,vol. 126,p. 69 - 74

60
[ 19132-06-0 ]
[ 78183-56-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1996,vol. 4,p. 1197 - 1201

61
[ 78183-56-9 ]
[ 19132-06-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1996,vol. 4,p. 1197 - 1201

62
[ 98-01-1 ]
[ 19132-06-0 ]
[ 185684-58-6 ]

Reference： [1]Tetrahedron Asymmetry,1996,vol. 7,p. 3153 - 3162

63
[ 19132-06-0 ]
[ 185334-32-1 ]
(1S,2R,3S,4R)-1-((4S,5S)-4,5-Dimethyl-[1,3]dioxolan-2-yl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dimethyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,1996,vol. 7,p. 3163 - 3168

64
[ 925669-95-0 ]
[ 19132-06-0 ]
[ 24347-58-8 ]

Reference： [1]Tetrahedron Asymmetry,1997,vol. 8,p. 639 - 647
[2]Journal of the American Chemical Society,2010,vol. 132,p. 15744 - 15751
[3]Journal of the American Chemical Society,2010,vol. 132,p. 15744 - 15751

65
[ 513-86-0 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]
[ 24347-58-8 ]
[ 78-92-2 ]

Reference： [1]Journal of Agricultural and Food Chemistry,1997,vol. 45,p. 3476 - 3480

66
[ 431-03-8 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]
[ 24347-58-8 ]
[ 78-92-2 ]

Reference： [1]Journal of Agricultural and Food Chemistry,1997,vol. 45,p. 3476 - 3480

67
[ 431-03-8 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]
[ 24347-58-8 ]
[ 78183-56-9 ]
[ 53584-56-8 ]

Reference： [1]Chemical Communications,1998,p. 1053 - 1054
[2]Journal of Catalysis,1998,vol. 179,p. 267 - 276

68
[ 431-03-8 ]
[ 19132-06-0 ]
[ 1029272-42-1 ]
[ 24347-58-8 ]
[ 53584-56-8 ]

Reference： [1]Chemical Communications,1998,p. 1053 - 1054
[2]Chemical Communications,1998,p. 1053 - 1054

69
[ 23147-58-2 ]
[ 19132-06-0 ]
(4S,5S)-4,5-dimethyl-2-hydroxymethyl-1,3-dioxolane [ No CAS ]

Reference： [1]Tetrahedron,1998,vol. 54,p. 8919 - 8932

70
[ 19132-06-0 ]
[ 131543-46-9 ]
[ 116185-07-0 ]
(2S,3S,6S,7S)-2,3,6,7-Tetramethyl-hexahydro-[1,4]dioxino[2,3-b][1,4]dioxine [ No CAS ]

Reference： [1]Tetrahedron,1998,vol. 54,p. 8919 - 8932

71
[ 19132-06-0 ]
[ 131543-46-9 ]
(4S,5S,4'S,5'S)-4,5,4',5'-Tetramethyl-[2,2']bi[[1,3]dioxolanyl] [ No CAS ]
(2S,3S,6S,7S)-2,3,6,7-Tetramethyl-hexahydro-[1,4]dioxino[2,3-b][1,4]dioxine [ No CAS ]

Reference： [1]Tetrahedron,1998,vol. 54,p. 8919 - 8932

72
[ 19132-06-0 ]
[ 106-93-4 ]
[ 116185-07-0 ]

Reference： [1]Tetrahedron,1998,vol. 54,p. 8919 - 8932

73
[ 19132-06-0 ]
[ 82592-68-5 ]
(E)-3-(3,4-Diacetoxy-phenyl)-acrylic acid (1S,2S)-2-[(E)-3-(3,4-diacetoxy-phenyl)-acryloyloxy]-1-methyl-propyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1999,vol. 42,p. 1401 - 1414

74
[ 19132-06-0 ]
(S)-2-Oxo-1-phenylsulfanyl-cyclohexanecarboxylic acid methyl ester [ No CAS ]
(2S,3S,6S)-2,3-Dimethyl-6-phenylsulfanyl-1,4-dioxa-spiro[4.5]decane-6-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Synlett,2000,p. 33 - 36

Yield	Reaction Conditions	Operation in experiment
92%		Example 16 A filtrate obtained at the time of the filtration in Example 15 was concentrated to form a residue, and this residue was dissolved in ethanol, passed through a silica gel short column, and then concentrated to obtain 0.915 g (10.2 mmol) of (2S,3S)-(+)-2,3-butanediol. Yield=92% (to the total amount of dl-threo-2,3-butanediol), and [alpha]D23 =+0.84 (c 1.10, acetone).
83.7%		b. Alkaline Hydrolysis The product of step (a) of this Example (2.36 g, 6.4 mmoles) was hydrolyzed by 7 ml of 1N NaOAc to give 1.18 g of the 3-O-SEM ether of (2S,3S)-2,3-butanediol (yield 83.7%). MS: [M+H]+ =221 [alpha]D23 =+55.15 (CHCl3; C=1)
83.7%		b. Alkaline Hydrolysis The product of step (a) of this Example (2.36 g, 6.4 mmoles) was hydrolyzed by 7 ml of 1N NaOAc to give 1.18 g of the 3-O-SEM ether of (2S,3S)-2,3-butanediol (yield 83.7%). MS: [M+H]+ =221 [alpha]D23 =+55.15 (CHCl3; C=1)

83.7%		b. Alkaline Hydrolysis The product of step (a) of this Example (2.36 g, 6.4 mmoles) was hydrolyzed by 7 ml of 1N NaOAc to give 1.18 g of the 3-O-SEM ether of (2S,3S)-2,3-butanediol (yield 83.7%). MS: [M+H]+ =221 [alpha]D23 =+55.15 (CHCl3; C=1).
83.7%		b. Alkaline Hydrolysis The product of step (a) of this Example (2.36 g, 6.4 mmoles) was hydrolyzed by 7 ml of 1N NaOAc to give 1.18 g of the 3-O-SEM ether of (2S,3S)-2,3-butanediol (yield 83.7%). MS: [M+H]+ =221 [alpha]D23;=+55.15 (CHCl3; C=1).
		Representative preferred compounds include, but are not limited to: ... 1,3-Butanediol 1,4-Butanediol 2,3-Butanediol (2R,3R)-(-)-2,3-Butanediol (2S,3S)-(+)-2,3-Butanediol 2,3-meso-Butanediol 1,2-Pentanediol 1,4-Pentanediol ...
		Representative preferred compounds include, but are not limited to: ... 1-Phenyl-1,2-Propanediol 2-Methyl-1,3-Propanediol 1,2-Butanediol 1,3-Butanediol 1,4-Butanediol 2,3-Butanediol (2R,3R)-(-)-2,3-Butanediol (2S,3S)-(+)-2,3-Butanediol 2,3-meso-Butanediol 1,2-Pentanediol 1,4-Pentanediol ...
		Compounds of formula IV include: possibly substituted aliphatic diols such as (2R)-1,2-propanediol, (2S)-1,2-propanediol, (2R,3R)-2,3-butanediol, (2S,3S)-2,3-butanediol, (1R)-1-phenyl-1,2-ethanediol, (1S)-1-phenyl-1,2-ethanediol, (1R,2R)-1,2-diphenyl-1,2-ethanediol, (1S,2S)-1,2-diphenyl-1,2-ethanediol, (2R)-2-methyl-1,2-butanediol, ...

76
(4S)-2,2,4r,5t-tetramethyl-<1,3>dioxolane [ No CAS ]
[ 19132-06-0 ]

Reference： [1]Journal of the American Chemical Society,1952,vol. 74,p. 425,427

77
hexoses [ No CAS ]
[ 19132-06-0 ]

Reference： [1]Ullmann's encyclopedia of industrial chemistry,1953,vol. 4,p. 760

78
pentoses [ No CAS ]
[ 19132-06-0 ]

Reference： [1]Ullmann's encyclopedia of industrial chemistry,1953,vol. 4,p. 760

79
rac-butanediol-(2.3) [ No CAS ]
[ 19132-06-0 ]

Reference： [1]Journal of the American Chemical Society,1936,vol. 58,p. 2399

81
[ 6982-25-8 ]
(+)-camphorsulfonic acid [ No CAS ]
[ 19132-06-0 ]
[ 24347-58-8 ]

Reference： [1]Journal of the American Chemical Society,1936,vol. 58,p. 2399

82
[ 19132-06-0 ]
[ 1034-39-5 ]
(4S,5S)-4,5-Dimethyl-2,2,2-triphenyl-2λ⁵-[1,3,2]dioxaphospholane [ No CAS ]

Reference： [1]Phosphorus, Sulfur and Silicon and the Related Elements,1999,vol. 144-146,p. 609 - 612

83
[ 19132-06-0 ]
[ 203186-30-5 ]
4-{(4S,5S)-2-[4-(Benzo[1,3]dioxole-5-sulfonyl)-phenyl]-4,5-dimethyl-[1,3]dioxolan-2-yl}-[1,4']bipiperidinyl-1'-carboxylic acid ethyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2000,vol. 10,p. 2727 - 2730

84
[ 19132-06-0 ]
[ 36239-09-5 ]
1,1'-((S,S)-1,2-dimethylethane-1,2-diyl) 3,3'-diethyl bis(malonate) [ No CAS ]

Reference： [1]Helvetica Chimica Acta,2000,vol. 83,p. 3069 - 3096

85
[ 6982-25-8 ]
[ 105-38-4 ]
[ 19132-06-0 ]
[ 24347-58-8 ]
propionic acid 2-hydroxy-1-methyl-propyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 771 - 778

86
[ 6982-25-8 ]
[ 105-38-4 ]
[ 19132-06-0 ]
propionic acid 2-hydroxy-1-methyl-propyl ester [ No CAS ]
Propionic acid (1S,2S)-1-methyl-2-propionyloxy-propyl ester [ No CAS ]
Propionic acid (1R,2R)-1-methyl-2-propionyloxy-propyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 771 - 778

87
[ 73136-10-4 ]
[ 19132-06-0 ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 771 - 778

88
[ 19132-06-0 ]
[ 124-63-0 ]
[ 138664-42-3 ]

Reference： [1]Biochemical Pharmacology,1996,vol. 52,p. 543 - 549

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Ghs Precautionary Statements

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P320
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P321
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P332	IF SKIN irritation occurs:
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P337	If eye irritation persists:
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P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
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P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
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.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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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) ]}	Inquiry {[ 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 -

Physical hazards
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
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H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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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
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H340	May cause genetic defects
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H351	Suspected of causing cancer
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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. 19132-06-0 ] {[proInfo.proName]}

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[ 19132-06-0 ] Synthesis Path-Downstream 1~88

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Aliphatic Chain Hydrocarbons

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[ 19132-06-0 ]