methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate

Base Information

Chemical Name:methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate
CAS No.:67494-16-0
Molecular Formula:C₂₁H₃₀O₃
Molecular Weight:330.467
Hs Code.:

Synonyms:methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate

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Chemical Property of methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate

Chemical Property:

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Technology Process of methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate

There total 1 articles about methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate 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:

: 562-13-0
2,2-dimethyl-1,3-cyclohexanedione

: 67494-16-0
methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate

Guidance literature:: Multi-step reaction with 16 steps

1: baker's yeast

3: NaH, KH / dioxane / 1.17 h / Heating

4: 93.2 percent / NaOMe / methanol; benzene / 2 h / Ambient temperature

5: 84.8 percent / pyrrolidine / benzene / 22 h / Heating

6: 51.4 percent / p-TsOH / methanol / 4 h / Ambient temperature

7: 1.) KOH / 1.) MeOH, H₂O, room temp., 5 h; 2.) EtOAc, ether, 0 deg C, 2 min

8: 88.7 percent / DMAP, TfCl / CH₂Cl₂ / 15 min at 0 deg C then 1 h at room temp.

9: PtO₂, H₂ / ethyl acetate / 36 h / Ambient temperature

10: 80 percent / Jones reagent / acetone / 0.17 h / Ambient temperature

11: NaH / benzene / 1 h at 5 deg C and 20 h at room temp.

12: DDQ, AcOH / dioxane / 0.25 h / Ambient temperature

13: NaH / benzene / 0.75 h / Ambient temperature

14: 84.2 percent / p-TsOH / acetic acid / 3.5 h / Heating

15: C₅H₅NHBr₃ / acetic acid / 1 h / Ambient temperature

16: 89.3 percent / 10percent , H₂,Pd-C, conc. H₂SO₄ / ethyl acetate / 13 h / 35 °C

With pyrrolidine; dmap; platinum(IV) oxide; potassium hydroxide; palladium on activated charcoal; jones reagent; trifluoromethane sulfonyl chloride; sulfuric acid; hydrogen; sodium methylate; potassium hydride; sodium hydride; toluene-4-sulfonic acid; acetic acid; pyridinium hydrobromide perbromide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; methanol; dichloromethane; acetic acid; ethyl acetate; acetone; benzene;
DOI:10.1016/S0040-4020(01)88156-4

Reference yield:

: 67494-16-0
methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate

: 24035-36-7
5βH-abieta-8,11,13-triene-12,20-diol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 20h; Yield given; Ambient temperature;
DOI:10.1016/S0031-9422(00)82465-6

Reference yield:

: 67494-16-0
methyl (5S,10R)-12-hydroxyabieta-8,11,13-trien-20-oate

: 514-62-5
ferruginol

Guidance literature:: Multi-step reaction with 3 steps

1: LiAlH₄ / diethyl ether / 20 h / Ambient temperature

2: CrO₃ / acetone / 0.05 h / Ambient temperature

3: 1.) hydrazine, hydrazine hydrochloride, 2.) KOH / 1.) triethylene glycol, 140 deg C, 14 h, 2.) triethylene glycol, 150-220 deg C, 7 h

With chromium(VI) oxide; potassium hydroxide; lithium aluminium tetrahydride; hydrazine hydrochloride; hydrazine; In diethyl ether; acetone;
DOI:10.1016/S0031-9422(00)82465-6