C₄₇H₇₄O₇S₂Si₂

Base Information

Chemical Name:C₄₇H₇₄O₇S₂Si₂
CAS No.:205864-92-2
Molecular Formula:C₄₇H₇₄O₇S₂Si₂
Molecular Weight:871.403
Hs Code.:

C<sub>47</sub>H<sub>74</sub>O<sub>7</sub>S<sub>2</sub>Si<sub>2</sub>

Synonyms:C₄₇H₇₄O₇S₂Si₂

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Chemical Property of C₄₇H₇₄O₇S₂Si₂

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Technology Process of C₄₇H₇₄O₇S₂Si₂

There total 51 articles about C₄₇H₇₄O₇S₂Si₂ 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: 85.0%

: 221381-17-5
C₄₇H₇₆O₇S₂Si₂

: 205864-92-2
C₄₇H₇₄O₇S₂Si₂

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<628::AID-CHEM628>3.0.CO;2-E

Reference yield:

: 122821-82-3
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-4,5-O-isopropylidene-D-altro-non-8-enitol

: 205864-92-2
C₄₇H₇₄O₇S₂Si₂

Guidance literature:: Multi-step reaction with 49 steps

1: 1.) nBu₂SnO, 2.) nBu₄NBr / 1.) MeOH, 60 deg C, 1 h, 2.) C₆H₆, 80 deg C, 5 h

2: 95 percent / 2,6-lutidine / CH₂Cl₂ / 4 h / 0 °C

3: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 18 h

4: benzene / 17 h / 25 °C

5: 100 percent / DIBAL / CH₂Cl₂ / 3 h / -78 °C

6: 89 percent / (+)-DET, Ti(iPrO)4, t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 19 h / -25 °C

7: Et₃N, SO₃*pyr / CH₂Cl₂; dimethylsulfoxide / 2 h

8: 1.) NaHMDS / 1.) THF, 0 deg C, 1 h, 2.) THF, 25 deg C, 1 h

9: TBAF / tetrahydrofuran / 1 h / -20 - 0 °C

10: imidazole / dimethylformamide; CH₂Cl₂ / 3 h / 0 °C

11: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) 25 deg C, 30 min

12: 1.) 9-BBN, 2.) H₂O₂, NaHCO₃, H₂O / 1.) THF, 0 deg C, 4 h, 2.) THF, 0 deg C, 4 h

13: SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

14: benzene / 11 h / 25 °C

15: 88 percent / DIBAL / CH₂Cl₂ / 3 h / -78 °C

16: 97 percent / 4 Angstroem molecular sieves, (+)-DET, Ti(OiPr)4 / CH₂Cl₂; 2,2,4-trimethyl-pentane / 18 h / -25 °C

17: Et₃N, SO₃*pyr / dimethylsulfoxide; CH₂Cl₂ / 1 h / 0 °C

18: 1) NaHMDS / 1.) THF, 2.) THF, 0 deg C, 15 min

19: 26 percent / TBAF / tetrahydrofuran / 3 h / 0 °C

20: imidazole / CH₂Cl₂ / 1 h / 0 °C

21: pyridinium p-toluenesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 18 h / 25 °C

22: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 1 h, 2.) CH₂Cl₂, MeOH, 25 deg C, 2 h

23: pyridinium p-toluenesulfonate / CH₂Cl₂ / 28 h / 25 °C

24: TBAF / tetrahydrofuran / 3 h / 25 °C

25: Et₃N, SO₃*pyr / dimethylsulfoxide; CH₂Cl₂ / 1 h / 0 °C

26: toluene / 5 h / 25 °C

27: H₂ / Raney-Nickel W₂

28: LiAlH₄ / diethyl ether / 1.5 h / 0 °C

29: imidazole / CH₂Cl₂ / 4 h / 25 °C

30: pyridinium p-toluenesulfonate / methanol / 6 h / 25 °C

31: imidazole / CH₂Cl₂ / 4.5 h / 0 °C

32: TPAP, NMO, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 °C

33: 94 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -78 - 0 °C

34: 91 percent / Et₃N, SO₃*py / dimethylsulfoxide; CH₂Cl₂ / 1 h / 0 °C

35: 1.) n-BuLi, 2.) HMPA / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 30 min; 25 deg C, 1 h

36: 83 percent / TBAF / tetrahydrofuran / 7 h / 25 °C

37: 92 percent / 4 Angstroem molecular sieves, NaHCO₃, AgClO₄ / nitromethane / 3 h / 25 °C

38: 94 percent / mCPBA, NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

39: 94 percent / AlMe₃ / toluene / 1 h / -78 °C

40: 92 percent / EtSH, Zn(OTf)2, NaHCO₃ / CH₂Cl₂ / 4 h / 25 °C

41: 92 percent / imidazole / CH₂Cl₂ / 1 h / 25 °C

42: 95 percent / 4-DMAP, Et₃N / CH₂Cl₂ / 2 h / 25 °C

43: H₂, Pd(OH)2/C / acetic acid / 48 h / 25 °C

44: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

45: 93 percent / K₂CO₃ / methanol / 4 h / 25 °C

46: 94 percent / NMO, TPAP / CH₂Cl₂ / 1 h / 25 °C

47: NaHCO₃, Zn(OTf)2 / CH₂Cl₂ / 2.5 h / 25 °C

48: 92 percent / PPTS / methanol / 4 h / 25 °C

49: 85 percent / DMSO, Et₃N, SO₃*pyr / CH₂Cl₂ / 3 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; palladium dihydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; hydrogen; dihydrogen peroxide; trimethylaluminum; sodium hexamethyldisilazane; silver perchlorate; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; ethanethiol; Raney-Nickel W₂; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; nitromethane; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<628::AID-CHEM628>3.0.CO;2-E

Reference yield:

: 122821-83-4
2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-D-altro-non-8-enitol

: 205864-92-2
C₄₇H₇₄O₇S₂Si₂

Guidance literature:: Multi-step reaction with 48 steps

1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 4 h / 0 °C

2: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 18 h

3: benzene / 17 h / 25 °C

4: 100 percent / DIBAL / CH₂Cl₂ / 3 h / -78 °C

5: 89 percent / (+)-DET, Ti(iPrO)4, t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 19 h / -25 °C

6: Et₃N, SO₃*pyr / CH₂Cl₂; dimethylsulfoxide / 2 h

7: 1.) NaHMDS / 1.) THF, 0 deg C, 1 h, 2.) THF, 25 deg C, 1 h

8: TBAF / tetrahydrofuran / 1 h / -20 - 0 °C

9: imidazole / dimethylformamide; CH₂Cl₂ / 3 h / 0 °C

10: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) 25 deg C, 30 min

11: 1.) 9-BBN, 2.) H₂O₂, NaHCO₃, H₂O / 1.) THF, 0 deg C, 4 h, 2.) THF, 0 deg C, 4 h

12: SO₃*pyr, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

13: benzene / 11 h / 25 °C

14: 88 percent / DIBAL / CH₂Cl₂ / 3 h / -78 °C

15: 97 percent / 4 Angstroem molecular sieves, (+)-DET, Ti(OiPr)4 / CH₂Cl₂; 2,2,4-trimethyl-pentane / 18 h / -25 °C

16: Et₃N, SO₃*pyr / dimethylsulfoxide; CH₂Cl₂ / 1 h / 0 °C

17: 1) NaHMDS / 1.) THF, 2.) THF, 0 deg C, 15 min

18: 26 percent / TBAF / tetrahydrofuran / 3 h / 0 °C

19: imidazole / CH₂Cl₂ / 1 h / 0 °C

20: pyridinium p-toluenesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 18 h / 25 °C

21: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 1 h, 2.) CH₂Cl₂, MeOH, 25 deg C, 2 h

22: pyridinium p-toluenesulfonate / CH₂Cl₂ / 28 h / 25 °C

23: TBAF / tetrahydrofuran / 3 h / 25 °C

24: Et₃N, SO₃*pyr / dimethylsulfoxide; CH₂Cl₂ / 1 h / 0 °C

25: toluene / 5 h / 25 °C

26: H₂ / Raney-Nickel W₂

27: LiAlH₄ / diethyl ether / 1.5 h / 0 °C

28: imidazole / CH₂Cl₂ / 4 h / 25 °C

29: pyridinium p-toluenesulfonate / methanol / 6 h / 25 °C

30: imidazole / CH₂Cl₂ / 4.5 h / 0 °C

31: TPAP, NMO, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 °C

32: 94 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -78 - 0 °C

33: 91 percent / Et₃N, SO₃*py / dimethylsulfoxide; CH₂Cl₂ / 1 h / 0 °C

34: 1.) n-BuLi, 2.) HMPA / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 30 min; 25 deg C, 1 h

35: 83 percent / TBAF / tetrahydrofuran / 7 h / 25 °C

36: 92 percent / 4 Angstroem molecular sieves, NaHCO₃, AgClO₄ / nitromethane / 3 h / 25 °C

37: 94 percent / mCPBA, NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

38: 94 percent / AlMe₃ / toluene / 1 h / -78 °C

39: 92 percent / EtSH, Zn(OTf)2, NaHCO₃ / CH₂Cl₂ / 4 h / 25 °C

40: 92 percent / imidazole / CH₂Cl₂ / 1 h / 25 °C

41: 95 percent / 4-DMAP, Et₃N / CH₂Cl₂ / 2 h / 25 °C

42: H₂, Pd(OH)2/C / acetic acid / 48 h / 25 °C

43: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

44: 93 percent / K₂CO₃ / methanol / 4 h / 25 °C

45: 94 percent / NMO, TPAP / CH₂Cl₂ / 1 h / 25 °C

46: NaHCO₃, Zn(OTf)2 / CH₂Cl₂ / 2.5 h / 25 °C

47: 92 percent / PPTS / methanol / 4 h / 25 °C

48: 85 percent / DMSO, Et₃N, SO₃*pyr / CH₂Cl₂ / 3 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; palladium dihydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; trimethylaluminum; sodium hexamethyldisilazane; silver perchlorate; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; ethanethiol; Raney-Nickel W₂; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; nitromethane; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<628::AID-CHEM628>3.0.CO;2-E