C₆₁H₈₂O₁₃

Base Information

• Chemical Name: C₆₁H₈₂O₁₃
• CAS No.: 378742-07-5
• Molecular Formula: C₆₁H₈₂O₁₃
• Molecular Weight: 1023.31

Synonyms:C₆₁H₈₂O₁₃

Chemical Property of C₆₁H₈₂O₁₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of C₆₁H₈₂O₁₃

There total 72 articles about C₆₁H₈₂O₁₃ 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: 87.0%

C34H43O10P (378741-91-4) + (3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(4-methoxy-benzyloxy)-4a,10a-dimethyl-2-methylene-decahydro-1,8,10-trioxa-anthracene (378741-90-3) → C61H82O13 (378742-07-5)

Guidance literature:

(3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(4-methoxy-benzyloxy)-4a,10a-dimethyl-2-methylene-decahydro-1,8,10-trioxa-anthracene; With 9-borabicyclo[3.3.1]nonane dimer; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 21.5h;

C₃₄H₄₃O₁₀P; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 50 ℃; for 22h; Further stages.;

DOI:10.1021/ol0166597

Reference yield:

(3aS,4aR,7R,8aS,10aR)-7-Phenyl-octahydro-1,4,6,8-tetraoxa-benzo[f]azulen-2-ol → C61H82O13 (378742-07-5)

Guidance literature:

Multi-step reaction with 26 steps

1.1: 5.93 g / toluene / 20 - 80 °C

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

4.1: (-)-diethyl tartrate; Ti(Oi-Pr)4; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

4.2: 97 percent / t-BuOOH / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

5.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / 0 °C

6.1: NaHMDS / tetrahydrofuran / 1 h / 0 °C

6.2: 122.2 mg / tetrahydrofuran / 0.5 h / 0 °C

7.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C

8.1: 3.00 g / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1.5 h / 20 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

10.1: 3.68 g / EtSH; Zn(OTf)2; NaHCO₃ / CH₂Cl₂ / 48 h / 20 °C

11.1: 92 percent / piridinium p-toluenesulfonate / CH₂Cl₂ / 1.33 h / 20 °C

12.1: 9-BBN-H / tetrahydrofuran / 20 °C

12.2: aq. NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1.5 h / 20 °C

13.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.83 h / 0 °C

14.1: toluene; diethyl ether / 0.5 h / -78 °C

15.1: 2.38 g / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

16.1: tetra-n-bitylammonium fluoride / tetrahydrofuran / 1.17 h / 20 °C

17.1: 2.03 g / N-methylmorpholine / CH₂Cl₂ / 20 °C

18.1: 87 percent / SmI₂; methanol / tetrahydrofuran / 0.25 h / 0 °C

19.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

20.1: DIBALH / CH₂Cl₂; hexane / 0.17 h / -78 °C

21.1: 2.06 g / toluene / 20 °C

22.1: 93 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 5 h / 20 °C

23.1: H₂ / Pd/C / methanol; tetrahydrofuran / 20 °C

24.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran; toluene / 0.5 h / 20 °C

24.2: 204.0 mg / DMAP / toluene / 1 h / Heating

25.1: 100 percent / HMPA; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

26.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

26.2: 87 percent / aq. Cs₂CO₃ / PdCl₂(dppf)*CH₂Cl₂ / tetrahydrofuran; dimethylformamide / 21.5 h / 50 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; titanium(IV) isopropylate; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 9-borabicyclo[3.3.1]nonane dimer; samarium diiodide; tetrapropylammonium perruthennate; pyridine-SO₃ complex; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; (-)-diethyl tartrate; triethylamine; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene; 1.1: Wittig reaction / 4.1: Sharpless asymmetric epoxidation / 6.1: Wittig methylenation / 21.1: Wittig reaction / 24.1: Yamaguchi lactonization / 26.2: Suzuki-Miyaura coupling;

DOI:10.1021/ja028167a

Reference yield:

tert-Butyl-[(2R,4S,5R)-4-(2-iodo-ethyl)-2-phenyl-[1,3]dioxan-5-yloxy]-dimethyl-silane (221455-79-4) → C61H82O13 (378742-07-5)

Guidance literature:

Multi-step reaction with 32 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -20 °C

1.2: tetrahydrofuran; hexane / 1.17 h / -20 - 0 °C

2.1: 122.7 mg / tetra-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

3.1: N-methylmorpholine / CH₂Cl₂ / 20 °C

4.1: 12.43 g / NaHCO₃ / acetonitrile; H₂O / 20 °C

5.1: 70 percent / SmI₂; methanol / tetrahydrofuran / 0.08 h / 20 °C

6.1: DIBALH / CH₂Cl₂; hexane / 1 h / -78 °C

7.1: 5.93 g / toluene / 20 - 80 °C

8.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

9.1: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

10.1: (-)-diethyl tartrate; Ti(Oi-Pr)4; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

10.2: 97 percent / t-BuOOH / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

11.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / 0 °C

12.1: NaHMDS / tetrahydrofuran / 1 h / 0 °C

12.2: 122.2 mg / tetrahydrofuran / 0.5 h / 0 °C

13.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C

14.1: 3.00 g / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1.5 h / 20 °C

15.1: 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

16.1: 3.68 g / EtSH; Zn(OTf)2; NaHCO₃ / CH₂Cl₂ / 48 h / 20 °C

17.1: 92 percent / piridinium p-toluenesulfonate / CH₂Cl₂ / 1.33 h / 20 °C

18.1: 9-BBN-H / tetrahydrofuran / 20 °C

18.2: aq. NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1.5 h / 20 °C

19.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.83 h / 0 °C

20.1: toluene; diethyl ether / 0.5 h / -78 °C

21.1: 2.38 g / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

22.1: tetra-n-bitylammonium fluoride / tetrahydrofuran / 1.17 h / 20 °C

23.1: 2.03 g / N-methylmorpholine / CH₂Cl₂ / 20 °C

24.1: 87 percent / SmI₂; methanol / tetrahydrofuran / 0.25 h / 0 °C

25.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

26.1: DIBALH / CH₂Cl₂; hexane / 0.17 h / -78 °C

27.1: 2.06 g / toluene / 20 °C

28.1: 93 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 5 h / 20 °C

29.1: H₂ / Pd/C / methanol; tetrahydrofuran / 20 °C

30.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran; toluene / 0.5 h / 20 °C

30.2: 204.0 mg / DMAP / toluene / 1 h / Heating

31.1: 100 percent / HMPA; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

32.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

32.2: 87 percent / aq. Cs₂CO₃ / PdCl₂(dppf)*CH₂Cl₂ / tetrahydrofuran; dimethylformamide / 21.5 h / 50 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; titanium(IV) isopropylate; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; samarium diiodide; tetrapropylammonium perruthennate; pyridine-SO₃ complex; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; (-)-diethyl tartrate; triethylamine; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; 7.1: Wittig reaction / 10.1: Sharpless asymmetric epoxidation / 12.1: Wittig methylenation / 27.1: Wittig reaction / 30.1: Yamaguchi lactonization / 32.2: Suzuki-Miyaura coupling;

DOI:10.1021/ja028167a

upstream raw materials:

C₃₄H₄₃O₁₀P

(3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(4-methoxy-benzyloxy)-4a,10a-dimethyl-2-methylene-decahydro-1,8,10-trioxa-anthracene

tert-Butyl-((2R,4aR,6S,7R,8aS)-4a,6-dimethyl-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-dimethyl-silane

2-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-ethanol

Downstream raw materials:

C₆₁H₈₄O₁₄

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