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

Base Information

Chemical Name:2(RS),9(R),12(R),19(RS)-tetrabenzoyloxy-10(R),11(R)-O-isopropylidene-icosa-6,14-diyne-10,11-diol
CAS No.:134268-86-3
Molecular Formula:C₅₁H₅₄O₁₀
Molecular Weight:826.984
Hs Code.:

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

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Chemical Property of 2(RS),9(R),12(R),19(RS)-tetrabenzoyloxy-10(R),11(R)-O-isopropylidene-icosa-6,14-diyne-10,11-diol

Chemical Property:

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Technology Process of 2(RS),9(R),12(R),19(RS)-tetrabenzoyloxy-10(R),11(R)-O-isopropylidene-icosa-6,14-diyne-10,11-diol

There total 1 articles about 2(RS),9(R),12(R),19(RS)-tetrabenzoyloxy-10(R),11(R)-O-isopropylidene-icosa-6,14-diyne-10,11-diol 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⁺⁾

: 98-88-4
benzoyl chloride

: 63700-05-0
1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol

: 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

Guidance literature:: Yield given. Multistep reaction; 1) THF, HMPT, a) 65 deg C, 6 h, b) room temp., 15 h, 2) 0 deg C, 35 min;

Reference yield: 74.0%

: 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

: 117584-97-1
2(RS),9(R),12(R),19(RS)-tetrabenzoyloxy-10(R),11(R)-O-isopropylidene-icosa-6(Z),14(Z)-diene-10,11-diol

Guidance literature:: With hydrogen; Lindlar's catalyst; In benzene; for 5h; Ambient temperature;

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

: <13(RS)-benzoyloxy-6(R)-(tert-butyldiphenylsilyloxy)-tetradeca-2(E),4(E),8(Z)-trienyl>triphenylphosphonium bromide

Guidance literature:: Multi-step reaction with 11 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

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; 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;