C₄₇H₅₄O₁₆

Base Information

Chemical Name:C₄₇H₅₄O₁₆
CAS No.:306726-44-3
Molecular Formula:C₄₇H₅₄O₁₆
Molecular Weight:874.936
Hs Code.:

C<sub>47</sub>H<sub>54</sub>O<sub>16</sub>

Synonyms:C₄₇H₅₄O₁₆

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Chemical Property of C₄₇H₅₄O₁₆

Chemical Property:

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Technology Process of C₄₇H₅₄O₁₆

There total 43 articles about C₄₇H₅₄O₁₆ 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:

: 256342-12-8
C₄₇H₅₂O₁₄

: C₄₇H₅₄O₁₆

: 306726-44-3
C₄₇H₅₄O₁₆

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; water; Quinuclidine; In acetone; tert-butyl alcohol; at 25 ℃; for 24h;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 126092-08-8
phenyl 2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside

: 306726-44-3
C₄₇H₅₄O₁₆

Guidance literature:: Multi-step reaction with 27 steps

1.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2.1: NaH / dimethylformamide; tetrahydrofuran / 0.25 h / 0 °C

2.2: 95 percent / nBu₄NI / dimethylformamide; tetrahydrofuran / 4 h / 0 - 25 °C

3.1: 95 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

4.1: NaH / dimethylformamide / 0.25 h / 0 °C

4.2: 95 percent / dimethylformamide / 1 h / 0 - 25 °C

5.1: 85 percent / TsOH; (CH₂OH)2 / methanol / 5 h / 25 °C

6.1: nBu₂SnO / toluene / 3 h / Heating

6.2: 89 percent / nBu₄NI / toluene / 5 h / 25 - 110 °C

7.1: 97 percent / H₂O; NBS / acetone / 3 h / 0 - 25 °C

8.1: nBu₂SnO / methanol / 3 h / Heating

8.2: TMSOTf / CH₂Cl₂ / 12 h / 0 - 25 °C

8.3: 10.82 g / PPTS; MeOH / 1 h / 25 °C

9.1: 87 percent / NaH / dimethylformamide / 1 h / 0 - 25 °C

10.1: 95 percent / NaOH; MeOH / diethyl ether / 1 h / 25 °C

11.1: NaH / dimethylformamide / 0.08 h / 0 °C

11.2: 90 percent / nBu₄NI / dimethylformamide / 4 h / 0 - 25 °C

12.1: 91 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 0 - 25 °C

13.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 25 °C

14.1: DABCO / [(Ph₃P)3RhCl] / aq. ethanol / 2 h / Heating

15.1: 9.27 g / NMO; OsO₄; H₂O / acetone / 8 h / 25 °C

16.1: nBu₂SnO / toluene / 3 h / Heating

16.2: toluene / 1 h / 0 - 25 °C

17.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

18.1: 96 percent / Et₃N; MeOH / CH₂Cl₂ / 6 h / 40 °C

19.1: 92 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

20.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 12 h / 25 °C

21.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 2 h / 25 °C

22.1: 430 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

23.1: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

24.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

25.1: 95 percent / TBAF; AcOH / tetrahydrofuran / 1 h / 25 °C

26.1: 85 percent / Martin sulfurane; Et₃N / CHCl₃ / 2 h / 50 °C

27.1: NMO; H₂O; OsO₄ / quinuclidine / acetone; 2-methyl-propan-2-ol / 24 h / 25 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; Martins sulfurane; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; ethylene glycol; acetic acid; triethylamine; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; Quinuclidine; Wilkinson's catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1.1: Etherification / 2.1: Metallation / 2.2: Etherification / 3.1: Silyl ether cleavage / 4.1: Metallation / 4.2: Methylation / 5.1: Ring cleavage / 6.1: Cyclization / 6.2: Ring cleavage / 7.1: Hydrolysis / 8.1: Cyclization / 8.2: Ring cleavage / 8.3: Methanolysis / 9.1: Methylation / 10.1: Debenzoylation / 11.1: Metallation / 11.2: Etherification / 12.1: Oxidation / 13.1: Etherification / 14.1: Isomerization / 15.1: Oxidation / 16.1: Cyclization / 16.2: Ring cleavage / 17.1: Esterification / 1;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 256341-98-7
(3aR,4S,7R,7aS)-2,2-Dimethyl-4-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 306726-44-3
C₄₇H₅₄O₁₆

Guidance literature:: Multi-step reaction with 13 steps

1.1: NaH / dimethylformamide / 0.08 h / 0 °C

1.2: 95 percent / nBu₄NI / dimethylformamide / 2 h / 0 - 25 °C

2.1: 96 percent / PPTS; MeOH / 1 h / 25 °C

3.1: 91 percent / 2,6-lutidine / tetrahydrofuran / 0.5 h / -78 °C

4.1: 100 percent / DAST / CH₂Cl₂ / 0.5 h / 0 °C

5.1: 92 percent / SnCl₂ / diethyl ether / 3 h / 0 - 25 °C

6.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 1 h / 25 °C

7.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 2 h / 25 °C

8.1: 430 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

9.1: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

10.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

11.1: 95 percent / TBAF; AcOH / tetrahydrofuran / 1 h / 25 °C

12.1: 85 percent / Martin sulfurane; Et₃N / CHCl₃ / 2 h / 50 °C

13.1: NMO; H₂O; OsO₄ / quinuclidine / acetone; 2-methyl-propan-2-ol / 24 h / 25 °C

With 2,6-dimethylpyridine; methanol; dmap; sodium periodate; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; Martins sulfurane; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; diisopropylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; Quinuclidine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1.1: Metallation / 1.2: Etherification / 2.1: Ring cleavage / 3.1: Etherification / 4.1: Rearrangement / 5.1: Glycosidation / 6.1: Deacylation / 7.1: Oxidation / 8.1: Cyclization / 9.1: Silyl ether cleavage / 10.1: Esterification / 11.1: Silyl ether cleavage / 12.1: Dehydration / 13.1: Oxidation;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8