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[ CAS No. 149-32-6 ] {[proInfo.proName]}

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Chemical Structure| 149-32-6
Chemical Structure| 149-32-6
Structure of 149-32-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 149-32-6 ]

CAS No. :149-32-6 MDL No. :MFCD00004710
Formula : C4H10O4 Boiling Point : -
Linear Structure Formula :- InChI Key :UNXHWFMMPAWVPI-ZXZARUISSA-N
M.W : 122.12 Pubchem ID :222285
Synonyms :
Erythritol

Calculated chemistry of [ 149-32-6 ]

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 4.0
Molar Refractivity : 25.99
TPSA : 80.92 Ų

Pharmacokinetics

GI absorption : Low
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) : -8.67 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.94
Log Po/w (XLOGP3) : -2.29
Log Po/w (WLOGP) : -2.31
Log Po/w (MLOGP) : -1.91
Log Po/w (SILICOS-IT) : -1.27
Consensus Log Po/w : -1.37

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 3.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 1.04
Solubility : 1350.0 mg/ml ; 11.1 mol/l
Class : Highly soluble
Log S (Ali) : 1.13
Solubility : 1630.0 mg/ml ; 13.4 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : 1.56
Solubility : 4430.0 mg/ml ; 36.3 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.42

Safety of [ 149-32-6 ]

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 [ 149-32-6 ]

* 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 [ 149-32-6 ]

[ 149-32-6 ] Synthesis Path-Downstream   1~85

  • 2
  • [ 149-32-6 ]
  • [ 7297-25-8 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid und folgendes Behandeln mit Salpeterschwefelsaeure unter Kuehlung;
  • 7
  • [ 3262-89-3 ]
  • [ 149-32-6 ]
  • [ 71166-92-2 ]
  • 8
  • [ 97-94-9 ]
  • [ 149-32-6 ]
  • [ 58163-66-9 ]
  • 9
  • [ 149-32-6 ]
  • [ 3724-43-4 ]
  • [ 100378-98-1 ]
  • 10
  • [ 149-32-6 ]
  • [ 533-50-6 ]
  • 11
  • [ 149-32-6 ]
  • [ 1009-93-4 ]
  • [ 42959-20-6 ]
  • 12
  • [ 110-87-2 ]
  • [ 109-65-9 ]
  • [ 149-32-6 ]
  • [ 84379-45-3 ]
  • [ 84379-46-4 ]
  • 13
  • [ 110-87-2 ]
  • [ 109-65-9 ]
  • [ 149-32-6 ]
  • [ 84379-47-5 ]
  • 14
  • [ 110-87-2 ]
  • [ 109-65-9 ]
  • [ 149-32-6 ]
  • [ 84379-49-7 ]
  • [ 84379-44-2 ]
  • C23H42O7 [ No CAS ]
  • 15
  • [ 109-65-9 ]
  • [ 149-32-6 ]
  • 1,3,4-Tributoxy-butan-2-ol [ No CAS ]
  • [ 84379-47-5 ]
  • 16
  • [ 50-00-0 ]
  • [ 3068-00-6 ]
  • [ 149-32-6 ]
  • [ 107-21-1 ]
  • [ 89615-91-8 ]
  • [ 56-81-5 ]
  • [ 50-70-4 ]
  • 17
  • [ 64-18-6 ]
  • [ 149-32-6 ]
  • [ 149815-82-7 ]
  • 18
  • [ 13096-62-3 ]
  • [ 149-32-6 ]
  • 1,2:3,4-di-O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene)erythritol [ No CAS ]
  • 19
  • [ 149-32-6 ]
  • [ 75194-94-4 ]
  • C36H74N4O12P4 [ No CAS ]
  • 20
  • [ 149-32-6 ]
  • [ 98-09-9 ]
  • [ 219695-76-8 ]
  • 21
  • [ 149-32-6 ]
  • [ 70072-03-6 ]
  • C28H58N4O12P4 [ No CAS ]
  • 23
  • [ 149-32-6 ]
  • P2S5 [ No CAS ]
  • [ 188290-36-0 ]
  • 24
  • [ 149-32-6 ]
  • [ 10034-85-2 ]
  • [ 513-48-4 ]
  • 25
  • [ 149-32-6 ]
  • [ 10026-13-8 ]
  • [ 3405-32-1 ]
  • 26
  • [ 149-32-6 ]
  • bromine water [ No CAS ]
  • [ 40031-31-0 ]
  • 27
  • [ 149-32-6 ]
  • [ 7722-84-1 ]
  • ferro-compound [ No CAS ]
  • [ 40031-31-0 ]
  • 28
  • [ 149-32-6 ]
  • [ 7732-18-5 ]
  • platinum [ No CAS ]
  • [ 488-16-4 ]
YieldReaction ConditionsOperation in experiment
The central groups in the compound XI are derived, for example, from the following compounds Z3: aliphatic alcohols such as glycerol, 1,2,4-butanetriol, 2-methyl-2-hydroxymethyl-1,3-propanediol, 2-ethyl-2-hydroxymethyl-1,3-propanediol, 1,2,3,4-butanetetrol, pentaerythritol, xylitol, mannitol and sorbitol, ...
Example 14 150 g of L-tartaric add, 700 ml of water and 20 g of Ru Mohr's salt were placed in a 1.3 l stainless steel autoclave and stirred at a hydrogen pressure of 200 bar and 80 C. until the uptake of hydrogen had ended. After cooling of the reaction mixture, removal of the catalyst by filtration and removal of the water by distillation, 123 g of a clear oil were obtained which crystallized overnight at 4 C. The resulting crystalline mass was recrystallized twice from absolute ethanol to give 86 g of L-butane-1,2,3,4-tetraol in the form of a pure-white solid (m.p. 87-88 C.; [alpha]D20 +11.6; c=2, EtOH).
The resulting meso-erythritol preparation was packed and tested in the same manner as in Example 7. As a result, it was found that the preparation had not been solidified at all.
  • 33
  • β-picroerythrin [ No CAS ]
  • [ 149-32-6 ]
  • [ 488-87-9 ]
  • 34
  • [ 149-32-6 ]
  • [ 7697-37-2 ]
  • [ 488-16-4 ]
  • [ 144-62-7 ]
  • 35
  • [ 149-32-6 ]
  • chromic acid [ No CAS ]
  • [ 64-18-6 ]
  • [ 124-38-9 ]
  • [ 144-62-7 ]
  • 36
  • [ 149-32-6 ]
  • KMnO4 [ No CAS ]
  • [ 64-18-6 ]
  • [ 124-38-9 ]
  • [ 144-62-7 ]
  • 37
  • [ 149-32-6 ]
  • silver oxide [ No CAS ]
  • aq. barium hydroxide solution [ No CAS ]
  • [ 64-18-6 ]
  • [ 124-38-9 ]
  • [ 144-62-7 ]
  • 38
  • [ 149-32-6 ]
  • [ 7697-37-2 ]
  • [ 144-62-7 ]
  • [ 87-69-4 ]
  • 39
  • [ 149-32-6 ]
  • fission fungi [ No CAS ]
  • CaCO3 [ No CAS ]
  • [ 64-18-6 ]
  • [ 110-15-6 ]
  • [ 64-19-7 ]
  • [ 107-92-6 ]
  • 40
  • [ 149-32-6 ]
  • fission fungi [ No CAS ]
  • CaCO3 [ No CAS ]
  • [ 110-15-6 ]
  • [ 64-19-7 ]
  • [ 142-62-1 ]
  • [ 107-92-6 ]
  • 41
  • [ 149-32-6 ]
  • [ 108-24-7 ]
  • [ 73977-54-5 ]
  • 42
  • (E)-2-Tributylstannanyl-but-2-ene-1,4-diol [ No CAS ]
  • [ 149-32-6 ]
  • 43
  • [ 50622-09-8 ]
  • [ 149-32-6 ]
  • 44
  • [ 6117-80-2 ]
  • [ 149-32-6 ]
  • 45
  • [ 502-44-3 ]
  • [ 149-32-6 ]
  • polymer, 4-arm star-shaped, Mw = 6665; monomer(s): DL-threitol; ε-caprolactone [ No CAS ]
  • 46
  • [ 502-44-3 ]
  • [ 149-32-6 ]
  • polymer, 4-arm star-shaped, Mw = 8450; monomer(s): DL-threitol; ε-caprolactone [ No CAS ]
  • 47
  • [ 502-44-3 ]
  • [ 149-32-6 ]
  • polymer, 4-arm star-shaped, Mw = 10166; monomer(s): DL-threitol; ε-caprolactone [ No CAS ]
  • 48
  • [ 141-46-8 ]
  • [ 149-32-6 ]
  • [ 50-70-4 ]
  • 49
  • [ 149-32-6 ]
  • [ 76-83-5 ]
  • C23H24O4 [ No CAS ]
  • 50
  • [ 149-32-6 ]
  • cis-3,4-dihydroxytetrahydrofuran [ No CAS ]
  • 51
  • [ 149-32-6 ]
  • [ 55986-43-1 ]
  • [ 68449-27-4 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; In toluene; EXAMPLE 29 (2,3-Dihydroxy-1-hydroxymethyl)propyl 4-(n-hexadecylamino)benzoate A mixture of 3.62 g. of 4-(-n-hexadecylamino)benzoic acid, 4.88 g. of <strong>[149-32-6]meso-erythritol</strong>, 7.60 g. of p-toluene sulfonic acid, and 100 ml. of toluene is stirred under reflux for 3 days and the water formed is collected in a Dean-Stark trap. The mixture is partitioned between aqueous sodium carbonate solution and dimethoxyethane. The organic layer is separated, dried over anhyrous magnesium sulfate, and evaporated. Crystallization from chloroform affords (2,3-dihydroxy-1-hydroxymethyl)propyl 4-(n-hexadecylamino)benzoate as a white solid, m.p. 123-125 C.
  • 52
  • [ 7558-94-3 ]
  • [ 149-32-6 ]
YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate;Product distribution / selectivity; Example 1Electrolytic Decarboxylation of Ribonic Acid; Sodium ribonate (15 mmoles) was dissolved in 20 mL of water. Cation exchange resin (Amberlite IRC747 H+ form) was added to lower the pH from 6.8 to 3.5 (or approximately 50% neutralization of the starting material). The solution was filtered to remove the cation resin, the ribonate starting material was diluted to 30 mL, and 25 mL transferred to glass cell for electrolysis. The initial ribonate solution was analyzed by HPLC against a standard and quantified to be 9.54 mmoles (0.38M). The 25 mL of starting material containing 9.54 mmoles of ribonate was stirred in the glass cell, while a constant current of 0.5 amps (100 mA/cm2) was applied. The cell voltage averaged about 6.5 volts, and the pH of the substrate increased from 3.5 to 7.6 after 2 F/mole of charge was passed. Samples were taken at 603, 1206 and 1809 coulombs. The samples containing the erythrose product were reduced to erythritol with an excess amount of sodium borohydride, and analyzed for erythritol by HPLC-RI. The samples were quantified for erythritol based on a response factor determined from an erythritol standard, see Table 1.; Example 2 Electrolytic Decarboxylation of Arabinonic Acid; Potassium arabonate (15 mmoles) was dissolved in 20 ml of water. The arabonate was acidified to approximately 50% neutralization by adding cation exchange resin (Amberlite IRC747 H+form) and lowering the pH from 8.4 to 3.5. The arabonate was filtered to remove the resin, diluted to 30 mL, and transferred to a glass cell for electrolysis. The initial arabonate was quantified by HPLC-RI against an arabonate standard and was found to contain 9.2 mmoles (0.37M). There was a loss of 3.3 mmoles of arabonate from the cation exchange resin.The 25 mL of starting material containing 9.2 mmoles of arabonate was stirred in the glass cell, while a constant current of 0.5 amps (100 mA/cm2) was applied. The cell voltage averaged about 5.5 volts, and the pH of the substrate increased from 3.5 to 7.7 after 2 F of charge was passed per mole of starting material. Samples were taken at 603, 1206 and 1809 coulombs. The samples containing erythrose were reduced to erythritol with an excess amount of sodium borohydride, and analyzed for erythritol by HPLC-RI. The samples were quantified for erythritol based on a response factor determined from a known standard, see Table 2.
  • 53
  • [ 4440-87-3 ]
  • [ 149-32-6 ]
  • 54
  • [ 149-32-6 ]
  • [ 10024-93-8 ]
  • NdCl3*erythritol*6H2O [ No CAS ]
  • 55
  • [ 149-32-6 ]
  • [ 10099-58-8 ]
  • LaCl3*erythritol*6H2O [ No CAS ]
  • 56
  • [ 149-32-6 ]
  • [ 10361-79-2 ]
  • PrCl3*erythritol*6H2O [ No CAS ]
  • 57
  • neodymium(III) nitrate hexahydrate [ No CAS ]
  • [ 64-17-5 ]
  • [ 149-32-6 ]
  • Nd(NO3)3*erythritol*EtOH [ No CAS ]
  • 58
  • [ 497-06-3 ]
  • [ 17177-50-3 ]
  • [ 149-32-6 ]
  • 59
  • [ 497-06-3 ]
  • [ 90802-14-5 ]
  • [ 149-32-6 ]
  • [ 22554-74-1 ]
  • 61
  • [ 149-32-6 ]
  • [ 539-88-8 ]
  • ethyl levulinate bisketal of erythritol [ No CAS ]
YieldReaction ConditionsOperation in experiment
100%Chromat. sulfuric acid; at 80℃; under 40 Torr; for 3h;Product distribution / selectivity; A 500 ml 3-neck round bottom flask was charged with 36.64g (0.3 mol) erythritol (obtained from the Cargill Company of Wayzata, MN) and 346.01g (2.4 mol) ethyl levulinate (obtained from the Sigma Aldrich Company of St. Louis, MO). The flask was equipped with a Dean Stark trap, mechanical stirrer, and thermocouple. The contents of the flask were heated to 80C, at which point15.99mul of concentrated sulfuric acid (obtained from the Sigma Aldrich Company) was added to the reaction flask via a metered microliter pipette. A vacuum was applied to the reaction flask, slowly bringing the pressure down to 40 torr. This pressure was maintained with stirring while liquid was observed to collect in the Dean Stark trap. About 1 hour, 45 minutes after addition of sulfuric acid, the vacuum was released and a small sample was removed from the reaction flask. The vacuum was then reestablished. After an additional 1 hour, 15 minutes reaction time, liquid had stopped collecting in the Dean Stark trap. The vacuum was released, and the contents of the flask were allowed to cool to ambient temperature. A second sample was removed from the reaction flask.Both samples removed were analyzed by GC-MS. The GC portions of the analyses are shown in FIGS. 2 A and 2B. FIG. 2 A shows the GC of the sample removed after the initial 1 hour, 45 minutes of reaction time. FIG 2B shows the GC of the sample removed after a total of 3 hours reaction time, or an additional 1 hour, 15 minutes after the first sample was taken. The percentages of products were calculated by disregarding the presence of ethyl levulinate, because of the excess molar equivalents of ethyl levulinate used in the reaction. Thus, the percentages of erythritol, the monoketal of erythritol with one molar equivalent of ethyl levulinate, and the bisketal of erythritol with two molar equivalents of ethyl levulinate were calculated by determination of their relative GC peak areas. The sample removed at 1 hour, 45 minutes was found to contain 93.03% of the bisketal, 6.97% of the monoketal, and 0% erythritol by GC peak area. The sample removed after the additional 1 hour, 15 minutes reaction time was found to contain 100% of the bisketal.; Examplesl2-15An 896g sample of the polyketal made according to Example 3 was added to the addition flask of a short path wiped film evaporator equipped with carbon blades. A vacuum was applied to the apparatus until the pressure in the apparatus reached 100 millitorr. While under vacuum the entire apparatus was heated to 150C. The wiped film column blades were rotated at 70% at the maximum rate available on the apparatus. The cold finger of the wiped film apparatus was adjusted to O0C using a refrigerated chiller. Upon reaching the target temperature the contents of the reaction flask were dripped into the wiped film column at a rate of 160 drops/minute. After 3 hours, 15 minutes the contents of the addition flask had been emptied into the column. The non-distilled residue that was captured was analyzed by GPC, GC-MS, and 1H NMR.Using the same procedure, the compounds according to Examples 1, 5, and 6 were purified and analyzed. The results of subsequent analyses are shown in Table 2.
100%Chromat. aminosulfonic acid; at 90℃; under 30 Torr; for 8h;Product distribution / selectivity; Using the procedure of Example 1, various polyketal compounds were synthesized. Table 1 shows reagents, temperature, and time of reaction as well as the percent yield of products obtained at the end of the reaction, as determined by GC-MS (GC peak area) employing the calculation described in Example 1. Unless noted, the pressure of the reaction vessel was 30 torr during the reaction.Butyl levulinate was obtained from the Sigma Aldrich Company of St. Louis, MO. Ethyl acetoacetate was obtained from Acros Organics of Geel, Belgium. Sorbitol was obtained from Acros Organics. Mannitol was obtained from the Sigma Aldrich Company. Pentaerythritol was obtained from the Sigma Aldrich Company. Diglycerol was obtained from Tokyo Kasei Kogyo of Tokyo, Japan. Sulfamic acid was obtained from the Sigma Aldrich Company. Amberlyst-15 was obtained from the Rohm and Haas Company of Philadelphia, PA.
  • 62
  • [ 149-32-6 ]
  • [ 539-88-8 ]
  • C11H20O6 [ No CAS ]
  • ethyl levulinate bisketal of erythritol [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.46 - 6.97%Chromat.; 93.03 - 97.54%Chromat. sulfuric acid; at 80 - 90℃; under 30 - 40 Torr; for 1.75 - 4h;Product distribution / selectivity; A 500 ml 3-neck round bottom flask was charged with 36.64g (0.3 mol) erythritol (obtained from the Cargill Company of Wayzata, MN) and 346.01g (2.4 mol) ethyl levulinate (obtained from the Sigma Aldrich Company of St. Louis, MO). The flask was equipped with a Dean Stark trap, mechanical stirrer, and thermocouple. The contents of the flask were heated to 80C, at which point15.99mul of concentrated sulfuric acid (obtained from the Sigma Aldrich Company) was added to the reaction flask via a metered microliter pipette. A vacuum was applied to the reaction flask, slowly bringing the pressure down to 40 torr. This pressure was maintained with stirring while liquid was observed to collect in the Dean Stark trap. About 1 hour, 45 minutes after addition of sulfuric acid, the vacuum was released and a small sample was removed from the reaction flask. The vacuum was then reestablished. After an additional 1 hour, 15 minutes reaction time, liquid had stopped collecting in the Dean Stark trap. The vacuum was released, and the contents of the flask were allowed to cool to ambient temperature. A second sample was removed from the reaction flask.Both samples removed were analyzed by GC-MS. The GC portions of the analyses are shown in FIGS. 2 A and 2B. FIG. 2 A shows the GC of the sample removed after the initial 1 hour, 45 minutes of reaction time. FIG 2B shows the GC of the sample removed after a total of 3 hours reaction time, or an additional 1 hour, 15 minutes after the first sample was taken. The percentages of products were calculated by disregarding the presence of ethyl levulinate, because of the excess molar equivalents of ethyl levulinate used in the reaction. Thus, the percentages of erythritol, the monoketal of erythritol with one molar equivalent of ethyl levulinate, and the bisketal of erythritol with two molar equivalents of ethyl levulinate were calculated by determination of their relative GC peak areas. The sample removed at 1 hour, 45 minutes was found to contain 93.03% of the bisketal, 6.97% of the monoketal, and 0% erythritol by GC peak area. The sample removed after the additional 1 hour, 15 minutes reaction time was found to contain 100% of the bisketal.; Examples 2-11Using the procedure of Example 1, various polyketal compounds were synthesized. Table 1 shows reagents, temperature, and time of reaction as well as the percent yield of products obtained at the end of the reaction, as determined by GC-MS (GC peak area) employing the calculation described in Example 1. Unless noted, the pressure of the reaction vessel was 30 torr during the reaction.Butyl levulinate was obtained from the Sigma Aldrich Company of St. Louis, MO. Ethyl acetoacetate was obtained from Acros Organics of Geel, Belgium. Sorbitol was obtained from Acros Organics. Mannitol was obtained from the Sigma Aldrich Company. Pentaerythritol was obtained from the Sigma Aldrich Company. Diglycerol was obtained from Tokyo Kasei Kogyo of Tokyo, Japan. Sulfamic acid was obtained from the Sigma Aldrich Company. Amberlyst-15 was obtained from the Rohm and Haas Company of Philadelphia, PA.
1.00%Chromat.; 99.00%Chromat. Amberlyst-15; at 90℃; under 30 Torr; for 8h;Product distribution / selectivity; Using the procedure of Example 1, various polyketal compounds were synthesized. Table 1 shows reagents, temperature, and time of reaction as well as the percent yield of products obtained at the end of the reaction, as determined by GC-MS (GC peak area) employing the calculation described in Example 1. Unless noted, the pressure of the reaction vessel was 30 torr during the reaction.Butyl levulinate was obtained from the Sigma Aldrich Company of St. Louis, MO. Ethyl acetoacetate was obtained from Acros Organics of Geel, Belgium. Sorbitol was obtained from Acros Organics. Mannitol was obtained from the Sigma Aldrich Company. Pentaerythritol was obtained from the Sigma Aldrich Company. Diglycerol was obtained from Tokyo Kasei Kogyo of Tokyo, Japan. Sulfamic acid was obtained from the Sigma Aldrich Company. Amberlyst-15 was obtained from the Rohm and Haas Company of Philadelphia, PA.
  • 63
  • [ 617-35-6 ]
  • [ 149-32-6 ]
  • C14H22O8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
~ 10%Chromat. With sulfuric acid; In toluene; at 110℃; for 5h; The bisketal of erythritol and ethyl pyruvate was synthesized as follows. A 1000 mL, three neck round bottom flask was charged with 122.12g (1.00 mol) erythritol (obtained from Cargill of Wayzata, MN), 348.36g (3.00 mol) ethyl pyruvate (obtained from the Sigma-Aldrich Company of St. Louis, MO), and 235g toluene (obtained from Fisher Scientific of Waltham, MA). The flask was equipped with a thermocouple, mechanical stirrer, and Dean-Stark trap with an attached condenser. A bubbler was attached to the top of the condenser of the Dean Stark trap to release positive pressure in the flask.The reaction was stirred and heated to 11O0C using a heating mantle. Upon reaching 11O0C, 29muL of concentrated sulfuric acid (obtained from the Sigma-Aldrich Company of St. Louis, MO) was quickly added by metered micropipette. A liquid was observed to collect in the Dean-Stark trap; the trapped liquid separated into two layers upon cooling. The top layer was presumed to be toluene, and the bottom layer presumed to be water. The top layer was allowed to return to the flask while the bottom layer continued to collect in the Dean-Stark trap. Heating and stirring were continued for approximately 5 hours, at which time 2/3 the theoretical amount of water had been collected in the Dean-Stark trap. The contents of the flask were allowed to cool to room temperature. The cooled contents of the flask were analyzed by GC-MS. The GC trace showed about 10% yield of the bisketal structure of erythritol and ethyl pyruvate, referred to as "EtBPEK". The toluene was stripped from the contents of the flask by rotary evaporation.
  • 64
  • [ 149-32-6 ]
  • [ 141-78-6 ]
  • [ 1015081-36-3 ]
  • 65
  • [ 149-32-6 ]
  • [ 108-24-7 ]
  • [ 7208-40-4 ]
  • [ 866394-64-1 ]
  • [ 7208-40-4 ]
  • 66
  • [ 9004-34-6 ]
  • [ 57-55-6 ]
  • [ 149-32-6 ]
  • [ 107-21-1 ]
  • [ 50-70-4 ]
  • 67
  • [ 564-00-1 ]
  • [ 149-32-6 ]
  • C8H16O6 [ No CAS ]
  • C8H12O4 [ No CAS ]
  • 68
  • [ 821-11-4 ]
  • [ 149-32-6 ]
  • 69
  • [ 9004-34-6 ]
  • [ 57-55-6 ]
  • [ 149-32-6 ]
  • [ 107-21-1 ]
  • [ 584-03-2 ]
  • 70
  • [ 9004-34-6 ]
  • [ 149-32-6 ]
  • [ 107-21-1 ]
  • 71
  • [ 149-32-6 ]
  • [ 84709-85-3 ]
  • 72
  • [ 50-70-4 ]
  • [ 57-55-6 ]
  • [ 149-32-6 ]
  • [ 107-21-1 ]
  • [ 56-81-5 ]
  • 73
  • [ 149-32-6 ]
  • [ 71-23-8 ]
  • [ 57-55-6 ]
  • [ 64-17-5 ]
  • [ 513-85-9 ]
  • 74
  • [ 149-32-6 ]
  • [ 66-25-1 ]
  • 2-pentyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • C10H20O4 [ No CAS ]
  • C10H20O4 [ No CAS ]
  • 75
  • [ 110-62-3 ]
  • [ 149-32-6 ]
  • C9H18O4 [ No CAS ]
  • C9H18O4 [ No CAS ]
  • 2-butyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • 76
  • [ 110-62-3 ]
  • [ 149-32-6 ]
  • C9H18O4 [ No CAS ]
  • C9H18O4 [ No CAS ]
  • 2-butyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • 2,6-dibutyltetrahydro-[1,3]dioxino[5,4-d][1,3]dioxine [ No CAS ]
  • 77
  • [ 110-62-3 ]
  • [ 149-32-6 ]
  • C9H18O4 [ No CAS ]
  • 2-butyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • 78
  • [ 110-62-3 ]
  • [ 149-32-6 ]
  • C9H18O4 [ No CAS ]
  • 2-butyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • 2,6-dibutyltetrahydro-[1,3]dioxino[5,4-d][1,3]dioxine [ No CAS ]
  • 79
  • [ 149-32-6 ]
  • [ 124-13-0 ]
  • 2-heptyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • C12H24O4 [ No CAS ]
  • C12H24O4 [ No CAS ]
  • 80
  • [ 112-31-2 ]
  • [ 149-32-6 ]
  • 2-nonyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • C14H28O4 [ No CAS ]
  • C14H28O4 [ No CAS ]
  • C24H46O4 [ No CAS ]
  • 81
  • [ 112-54-9 ]
  • [ 149-32-6 ]
  • 2-undecyl-4-(hydroxymethyl)-1,3-dioxan-5-ol [ No CAS ]
  • C16H32O4 [ No CAS ]
  • C16H32O4 [ No CAS ]
  • 82
  • [ 6910-74-3 ]
  • [ 149-32-6 ]
  • C40H70N4O8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With di(n-butyl)tin oxide; In 5,5-dimethyl-1,3-cyclohexadiene; for 10h;Inert atmosphere; Reflux; General procedure: The compound (I-1-1) (20.4 g), dibutyltin oxide (823 mg), 1,8-octanediol (4.12 ml), and xylene (200 ml) were added to a reaction container equipped with a stirrer, a thermometer, and a cooling tube in a nitrogen atmosphere, the mixture was stirred under heating reflux for 10 hours, and then the reaction solution was concentrated under reduced pressure. The obtained residue was dissolved in hexane (100 ml), passed through a silica gel column and an amino silica column several times, and concentrated under reduced pressure to obtain a colorless liquid compound (I-2-7) (6.02 g).
  • 83
  • [ 149-32-6 ]
  • [ 123-08-0 ]
  • C18H18O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% With toluene-4-sulfonic acid; In acetone; at 70℃; for 24h; (1) Take 10g erythritol, 20g p-hydroxybenzaldehyde, 0.3 g of p-toluenesulfonic acid was dissolved in 30 g of acetone and reacted at 70 C for 24 hours., cooling to room temperature to precipitate a white precipitate, filtering, wash with a small amount of deionized water, dry it to get the intermediate, the yield was 93%.
  • 84
  • [ 149-32-6 ]
  • [ 134-96-3 ]
  • C22H26O10 [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% With toluene-4-sulfonic acid; In butanone; at 80℃; for 20h; (1) Take 10g erythritol, 25 g of syringaldehyde, 0.5g p-toluenesulfonic acid dissolved 100g of methyl ethyl ketone, the reaction was carried out at 80 C for 20 hours. The white precipitate was precipitated by cooling to room temperature, suction filtered, and washed with a small amount of deionized water. Dry it to get the intermediate, the yield was 93%.
  • 85
  • [ 149-32-6 ]
  • [ 121-33-5 ]
  • C20H22O8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; Petroleum ether; at 100℃; for 0.5h; (1) Take 10g erythritol, 10g vanillin, 2g of p-toluenesulfonic acid is dissolved in 10g of N,N-dimethylformamide and 10g of petroleum ether, the reaction was carried out at 100 C for 0.5 hour. Cool to room temperature to precipitate a white precipitate, suction filtration, wash with a small amount of deionized water, then drying it to obtain an intermediate of the formula (VI), the yield is 92%.
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