C₃₉H₅₂O₆S

Base Information

Chemical Name:C₃₉H₅₂O₆S
CAS No.:179815-32-8
Molecular Formula:C₃₉H₅₂O₆S
Molecular Weight:648.904
Hs Code.:

C<sub>39</sub>H<sub>52</sub>O<sub>6</sub>S

Synonyms:C₃₉H₅₂O₆S

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Chemical Property of C₃₉H₅₂O₆S

Chemical Property:

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Technology Process of C₃₉H₅₂O₆S

There total 34 articles about C₃₉H₅₂O₆S which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 57.0%

: (3aS,4R,5S,7aR)-3a-Hydroxy-3-[(2E,6E)-(R)-8-((2R,4S,6R,8R,9S)-4-hydroxy-8-isopropyl-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-4,6-dimethyl-octa-2,6-dien-(E)-ylidene]-6-methyl-5-phenylsulfanyl-2,3,3a,4,5,7a-hexahydro-benzofuran-4-carboxylic acid

: 179815-32-8
C₃₉H₅₂O₆S

Guidance literature:: With hydrogenchloride; dmap; dicyclohexyl-carbodiimide; In chloroform; at 70 ℃;
DOI:10.1021/ja961071u

Reference yield:

: 15790-86-0
ethyl-4-methyl-2-(E)-penteneoate

: 179815-32-8
C₃₉H₅₂O₆S

Guidance literature:: Multi-step reaction with 31 steps

1: 97 percent / iBu₂AlH / tetrahydrofuran / -78 - 0 °C

2: 74 percent / (-)-diethyl tartrate, Ti(i-Pr)4, t-BuOOH / CH₂Cl₂ / 20 h / -20 °C

3: 2.) NaIO₄ / 1.) Et₂O, 0 deg C, 3.5 h, 2.) H₂O, 16 h

4: 82 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 0 - 20 °C

5: 92 percent / Et₃N, 4-(dimethylamino)pyridine / 8 h / Ambient temperature

6: 88 percent / NaI / butan-2-one / 4 h / Heating

7: 94 percent / LDA, hexamethylphosphoramide / tetrahydrofuran / 0.08 h

8: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 1 h

9: 88 percent / K₂CO₃ / 16 h / Ambient temperature

10: TsOH / tetrahydrofuran; H₂O

11: 78 percent / <(n-Bu₃P)3CuI>4 / tetrahydrofuran / 0.5 h / -45 °C

12: 25 percent / NaBH₄ / 1,2-dimethoxy-ethane / 1 h

13: 1.) CrO₃, H₂SO₄, 2.) NaBH₄ / 1.) acetone, 10 min, 2.) DME, 1 h

14: 100 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 60 h / 25 °C

15: 1.) 9-BBN, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, irradiation, 1 h, 2.) THF, 3 h

16: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -60 deg C, 5 min

17: 89 percent / CH₂Cl₂ / 16 h / Heating

18: 91 percent / i-Bu₂AlH / tetrahydrofuran / 0.67 h / -78 °C

19: methyltriphenoxyphosphonium iodide / dimethylformamide / 0.33 h / 25 °C

20: 1.) sodium hexamethyldisilazide / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 3 h

21: 77 percent / LiAlH₄ / diethyl ether / 2 h / -25 - 20 °C

22: 98 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 0.33 h / 25 °C

23: 100 percent / acetonitrile / 96 h / Heating

24: 1.) MeLi-LiBr / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 3.5 h

25: I₂ / benzene / 2 h / 25 °C

26: 72 percent / K₂CO₃ / methanol

27: 87 percent / 2,6-lutidine / CH₂Cl₂

28: 62 percent / Pr₄NRuO₄, NMO / CH₂Cl₂ / 25 °C

29: 74 percent / NaClO₂, Na₂HPO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 25 °C

30: 83 percent / n-Bu₄NF / tetrahydrofuran

31: 57 percent / DCC, DMAP, HCl / CHCl₃ / 70 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; chromium(VI) oxide; hydrogenchloride; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; oxalyl dichloride; <(n-Bu3P)3CuI>4; sulfuric acid; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; methyllithium; dihydrogen peroxide; iodine; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; isopropyl titanoate(IV); dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; dicyclohexyl-carbodiimide; sodium iodide; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; butanone; tert-butyl alcohol; benzene;
DOI:10.1021/ja961071u

Reference yield:

: 69143-05-1
(E)-4-methyl-pent-2-en-1-ol

: 179815-32-8
C₃₉H₅₂O₆S

Guidance literature:: Multi-step reaction with 30 steps

1: 74 percent / (-)-diethyl tartrate, Ti(i-Pr)4, t-BuOOH / CH₂Cl₂ / 20 h / -20 °C

2: 2.) NaIO₄ / 1.) Et₂O, 0 deg C, 3.5 h, 2.) H₂O, 16 h

3: 82 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 0 - 20 °C

4: 92 percent / Et₃N, 4-(dimethylamino)pyridine / 8 h / Ambient temperature

5: 88 percent / NaI / butan-2-one / 4 h / Heating

6: 94 percent / LDA, hexamethylphosphoramide / tetrahydrofuran / 0.08 h

7: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 1 h

8: 88 percent / K₂CO₃ / 16 h / Ambient temperature

9: TsOH / tetrahydrofuran; H₂O

10: 78 percent / <(n-Bu₃P)3CuI>4 / tetrahydrofuran / 0.5 h / -45 °C

11: 25 percent / NaBH₄ / 1,2-dimethoxy-ethane / 1 h

12: 1.) CrO₃, H₂SO₄, 2.) NaBH₄ / 1.) acetone, 10 min, 2.) DME, 1 h

13: 100 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 60 h / 25 °C

14: 1.) 9-BBN, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, irradiation, 1 h, 2.) THF, 3 h

15: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -60 deg C, 5 min

16: 89 percent / CH₂Cl₂ / 16 h / Heating

17: 91 percent / i-Bu₂AlH / tetrahydrofuran / 0.67 h / -78 °C

18: methyltriphenoxyphosphonium iodide / dimethylformamide / 0.33 h / 25 °C

19: 1.) sodium hexamethyldisilazide / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 3 h

20: 77 percent / LiAlH₄ / diethyl ether / 2 h / -25 - 20 °C

21: 98 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 0.33 h / 25 °C

22: 100 percent / acetonitrile / 96 h / Heating

23: 1.) MeLi-LiBr / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 3.5 h

24: I₂ / benzene / 2 h / 25 °C

25: 72 percent / K₂CO₃ / methanol

26: 87 percent / 2,6-lutidine / CH₂Cl₂

27: 62 percent / Pr₄NRuO₄, NMO / CH₂Cl₂ / 25 °C

28: 74 percent / NaClO₂, Na₂HPO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 25 °C

29: 83 percent / n-Bu₄NF / tetrahydrofuran

30: 57 percent / DCC, DMAP, HCl / CHCl₃ / 70 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; chromium(VI) oxide; hydrogenchloride; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; oxalyl dichloride; <(n-Bu3P)3CuI>4; sulfuric acid; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; methyllithium; dihydrogen peroxide; iodine; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; isopropyl titanoate(IV); dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; dicyclohexyl-carbodiimide; sodium iodide; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; butanone; tert-butyl alcohol; benzene;
DOI:10.1021/ja961071u