taxusin

Base Information

Chemical Name:taxusin
CAS No.:116002-25-6
Molecular Formula:C₂₈H₄₀O₈
Molecular Weight:504.621
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of taxusin

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Technology Process of taxusin

There total 47 articles about taxusin 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%

: 15877-46-0
Taxa-4(16),11-dien-5α,9α-10β,13α-tetraol

: 108-24-7
acetic anhydride

: 19605-80-2,116002-25-6
Taxusin

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1021/ja980538t

Reference yield:

: 226910-57-2
(R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-hydroxy-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

: 116002-25-6,19605-80-2
taxusin

Guidance literature:: Multi-step reaction with 18 steps

1: Ph₃P / tetrahydrofuran / 0.17 h / -23 °C

2: tetrahydrofuran / 168 h / Ambient temperature

3: t-BuOK / tetrahydrofuran / 1 h / 0 °C

4: tetrahydrofuran / 1 h / -78 °C

5: TMSOTf / CH₂Cl₂ / 1 h / -78 °C

6: 70 percent / TiCl₃(O-i-Pr) / CH₂Cl₂ / 1 h / -78 °C

7: lithium tri(t-butoxy)aluminum hydride / tetrahydrofuran / Ambient temperature

8: 2,6-lutidine / CH₂Cl₂ / 1 h / -23 °C

9: DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

10: diethylzinc / diethyl ether; hexane / 6 h / Ambient temperature

11: PDC, 4A molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

12: TBAF

13: 1.) Li, liq. NH₃, t-BuOH, 2.) MeOH / 1.) THF, -78 deg C, 1 h, 2.) THF, RT, 1 h

14: LDA, Et₃N / CH₂Cl₂; hexane / 0.67 h / -78 - 0 °C

15: m-CPBA, KHCO₃ / CH₂Cl₂ / 0.17 h / 0 °C

16: 0.25 N aq. HCl / tetrahydrofuran / 1 h

17: Et₃N, DMAP / CH₂Cl₂ / 1.5 h / 0 °C

18: 1.) n-BuLi / 1.) toluene, hexane, 0 deg C, 1.5 h, 2.) toluene, hexane, RT, overnight

With 2,6-dimethylpyridine; hydrogenchloride; methanol; dmap; dipyridinium dichromate; n-butyllithium; titanium(IV) trichloride isopropoxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; diethylzinc; lithium; diisobutylaluminium hydride; potassium hydrogencarbonate; lithium tri-t-butoxyaluminum hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; tert-butyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja984250f

Reference yield:

: 226910-58-3
2,2-Dimethyl-propionic acid (R)-2-((R)-3-benzyloxymethyl-2,2,4-trimethyl-5-oxo-cyclohex-3-enylmethyl)-3-(bis-benzyloxy-methyl)-cyclohex-2-enyl ester

: 116002-25-6,19605-80-2
taxusin

Guidance literature:: Multi-step reaction with 16 steps

1: t-BuOK / tetrahydrofuran / 1 h / 0 °C

2: tetrahydrofuran / 1 h / -78 °C

3: TMSOTf / CH₂Cl₂ / 1 h / -78 °C

4: 70 percent / TiCl₃(O-i-Pr) / CH₂Cl₂ / 1 h / -78 °C

5: lithium tri(t-butoxy)aluminum hydride / tetrahydrofuran / Ambient temperature

6: 2,6-lutidine / CH₂Cl₂ / 1 h / -23 °C

7: DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

8: diethylzinc / diethyl ether; hexane / 6 h / Ambient temperature

9: PDC, 4A molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

10: TBAF

11: 1.) Li, liq. NH₃, t-BuOH, 2.) MeOH / 1.) THF, -78 deg C, 1 h, 2.) THF, RT, 1 h

12: LDA, Et₃N / CH₂Cl₂; hexane / 0.67 h / -78 - 0 °C

13: m-CPBA, KHCO₃ / CH₂Cl₂ / 0.17 h / 0 °C

14: 0.25 N aq. HCl / tetrahydrofuran / 1 h

15: Et₃N, DMAP / CH₂Cl₂ / 1.5 h / 0 °C

16: 1.) n-BuLi / 1.) toluene, hexane, 0 deg C, 1.5 h, 2.) toluene, hexane, RT, overnight

With 2,6-dimethylpyridine; hydrogenchloride; methanol; dmap; dipyridinium dichromate; n-butyllithium; titanium(IV) trichloride isopropoxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; diethylzinc; lithium; diisobutylaluminium hydride; potassium hydrogencarbonate; lithium tri-t-butoxyaluminum hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; tert-butyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja984250f