ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(E),8(E),10(E),14(Z)-tetraenoate

Base Information

Chemical Name:ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(E),8(E),10(E),14(Z)-tetraenoate
CAS No.:117567-75-6
Molecular Formula:C₅₂H₆₂O₇Si
Molecular Weight:827.146
Hs Code.:

Synonyms:

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Chemical Property of ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(E),8(E),10(E),14(Z)-tetraenoate

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Technology Process of ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(E),8(E),10(E),14(Z)-tetraenoate

There total 28 articles about ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(E),8(E),10(E),14(Z)-tetraenoate 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:

: C₇H₁₀LiO^(1-)*Li⁽¹⁺⁾

: 117567-75-6,117605-60-4,117605-62-6,117605-63-7
ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(Z),8(E),10(E),14(Z)-tetraenoate

Guidance literature:: Multi-step reaction with 13 steps

1: 1) THF, HMPT, a) 65 deg C, 6 h, b) room temp., 15 h, 2) 0 deg C, 35 min

2: 74 percent / H₂ / Pd/CaCO₃/Pb / benzene / 5 h / Ambient temperature

3: 99 percent / trifluoroacetic acid / H₂O / 1 h / 0 °C

4: 86 percent / Pb(OAc)4 / CH₂Cl₂ / 1.25 h / -10 °C

5: K₂CO₃ / tetrahydrofuran; diethyl ether; H₂O / 23 h / Ambient temperature

6: 84 percent / NaBH₄, CeCl₃ / propan-2-ol / Ambient temperature

7: 63 percent / K₂CO₃ / methanol / 4 h / 50 °C

8: 77 percent / pyridine / 0.03 h / 110 °C

9: imidazole / dimethylformamide / 72 h / Ambient temperature

10: 70 percent / 98percent HCOOH / tetrahydrofuran; H₂O / 1.5 h / 20 °C

11: 100 percent / CBr₄, DIPHOS / CH₂Cl₂ / 0.83 h / -35 °C

12: acetonitrile / 2.3 h / Ambient temperature

13: 1) n-BuLi / 1) THF, -110 deg C, 1 min, 2) THF, HMPT, a) -110 -> 20 deg C, 20 min, b) 20 deg C, 20 min

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; n-butyllithium; formic acid; cerium(III) chloride; carbon tetrabromide; temephos; hydrogen; potassium carbonate; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; benzene;

Reference yield:

: C₇H₁₀LiO^(1-)*Li⁽¹⁺⁾

: 117567-75-6,117605-60-4,117605-62-6,117605-63-7
ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(E),8(E),10(E),14(Z)-tetraenoate

Guidance literature:: Multi-step reaction with 13 steps

1: 1) THF, HMPT, a) 65 deg C, 6 h, b) room temp., 15 h, 2) 0 deg C, 35 min

2: 74 percent / H₂ / Pd/CaCO₃/Pb / benzene / 5 h / Ambient temperature

3: 99 percent / trifluoroacetic acid / H₂O / 1 h / 0 °C

4: 86 percent / Pb(OAc)4 / CH₂Cl₂ / 1.25 h / -10 °C

5: K₂CO₃ / tetrahydrofuran; diethyl ether; H₂O / 23 h / Ambient temperature

6: 84 percent / NaBH₄, CeCl₃ / propan-2-ol / Ambient temperature

7: 63 percent / K₂CO₃ / methanol / 4 h / 50 °C

8: 77 percent / pyridine / 0.03 h / 110 °C

9: imidazole / dimethylformamide / 72 h / Ambient temperature

10: 70 percent / 98percent HCOOH / tetrahydrofuran; H₂O / 1.5 h / 20 °C

11: 100 percent / CBr₄, DIPHOS / CH₂Cl₂ / 0.83 h / -35 °C

12: acetonitrile / 2.3 h / Ambient temperature

13: 1) n-BuLi / 1) THF, -110 deg C, 1 min, 2) THF, HMPT, a) -110 -> 20 deg C, 20 min, b) 20 deg C, 20 min

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; n-butyllithium; formic acid; cerium(III) chloride; carbon tetrabromide; temephos; hydrogen; potassium carbonate; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; benzene;

Reference yield:

: 134268-86-3
2(RS),9(R),12(R),19(RS)-tetrabenzoyloxy-10(R),11(R)-O-isopropylidene-icosa-6,14-diyne-10,11-diol

: 117567-75-6,117605-60-4,117605-62-6,117605-63-7
ethyl 5(S),19(RS)-dibenzoyloxy-12(R)-(tert-butyldiphenylsilyloxy)-icosa-6(Z),8(E),10(E),14(Z)-tetraenoate

Guidance literature:: Multi-step reaction with 12 steps

1: 74 percent / H₂ / Pd/CaCO₃/Pb / benzene / 5 h / Ambient temperature

2: 99 percent / trifluoroacetic acid / H₂O / 1 h / 0 °C

3: 86 percent / Pb(OAc)4 / CH₂Cl₂ / 1.25 h / -10 °C

4: K₂CO₃ / tetrahydrofuran; diethyl ether; H₂O / 23 h / Ambient temperature

5: 84 percent / NaBH₄, CeCl₃ / propan-2-ol / Ambient temperature

6: 63 percent / K₂CO₃ / methanol / 4 h / 50 °C

7: 77 percent / pyridine / 0.03 h / 110 °C

8: imidazole / dimethylformamide / 72 h / Ambient temperature

9: 70 percent / 98percent HCOOH / tetrahydrofuran; H₂O / 1.5 h / 20 °C

10: 100 percent / CBr₄, DIPHOS / CH₂Cl₂ / 0.83 h / -35 °C

11: acetonitrile / 2.3 h / Ambient temperature

12: 1) n-BuLi / 1) THF, -110 deg C, 1 min, 2) THF, HMPT, a) -110 -> 20 deg C, 20 min, b) 20 deg C, 20 min

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; n-butyllithium; formic acid; cerium(III) chloride; carbon tetrabromide; temephos; hydrogen; potassium carbonate; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; benzene;