5-[[(1R,8aα)-Decahydro-1β,2β,4aβ-trimethyl-5-methylenenaphthalene-1α-yl]methyl]-3,4-dihydroxybenzoic acid methyl ester

Base Information

Chemical Name:5-[[(1R,8aα)-Decahydro-1β,2β,4aβ-trimethyl-5-methylenenaphthalene-1α-yl]methyl]-3,4-dihydroxybenzoic acid methyl ester
CAS No.:104900-68-7
Molecular Formula:C23H32 O4
Molecular Weight:372.49778
Hs Code.:
Mol file:104900-68-7.mol

Synonyms:Benzoicacid, 3-[(decahydro-1,2,4a-trimethyl-5-methylene-1-naphthalenyl)methyl]-4,5-dihydroxy-,methyl ester, [1R-(1a,2b,4ab,8aa)]-; Dictyoceratin A; Smenospondiol

Suppliers and Price of 5-[[(1R,8aα)-Decahydro-1β,2β,4aβ-trimethyl-5-methylenenaphthalene-1α-yl]methyl]-3,4-dihydroxybenzoic acid methyl ester

Supply Marketing:

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

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Chemical Property of 5-[[(1R,8aα)-Decahydro-1β,2β,4aβ-trimethyl-5-methylenenaphthalene-1α-yl]methyl]-3,4-dihydroxybenzoic acid methyl ester

Chemical Property:

PSA：66.76000
LogP:5.22570

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 5-[[(1R,8aα)-Decahydro-1β,2β,4aβ-trimethyl-5-methylenenaphthalene-1α-yl]methyl]-3,4-dihydroxybenzoic acid methyl ester

There total 16 articles about 5-[[(1R,8aα)-Decahydro-1β,2β,4aβ-trimethyl-5-methylenenaphthalene-1α-yl]methyl]-3,4-dihydroxybenzoic acid methyl ester 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: 88.0%

: 3,4-Bis-methoxymethoxy-5-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalen-1-ylmethyl)-benzoic acid methyl ester

: 104900-68-7
(+/-)-smenospondiol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃;
DOI:10.1055/s-2001-18777

Reference yield:

: C₂₂H₃₀O₅

: 1779-49-3
Methyltriphenylphosphonium bromide

: 104900-68-7
(-)-dictyoceratin-A

Guidance literature:: Methyltriphenylphosphonium bromide; With potassium hexamethylsilazane; In toluene; at 20 ℃; for 1h; Inert atmosphere;

C₂₂H₃₀O₅; In tetrahydrofuran; toluene; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.bmc.2015.01.021

Reference yield:

: (1S,4aS,8aR)-1-(2-Ethoxy-ethoxymethyl)-1,4a-dimethyl-2,5-dimethylene-decahydro-naphthalene

: 104900-68-7
(+/-)-smenospondiol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / p-TsOH / methanol / 20 °C

2.1: 96 percent / H₂ / [Ir(cod)(Py)(PCy₃)]⁽¹⁺⁾*PF₆^(1-) / CH₂Cl₂ / 20 °C

3.1: 98 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 20 °C

4.1: n-BuLi / tetrahydrofuran / -78 °C

4.2: 67 percent / tetrahydrofuran / -78 - -40 °C

5.1: 89 percent / KH / diethyl ether / 20 °C

6.1: 92 percent / n-BuSnH; AIBN / toluene / Heating

7.1: aq. AcOH / tetrahydrofuran / 20 °C

8.1: aq. NaClO₂; NaHPO₄ / acetone / 20 °C

9.1: diethyl ether; methanol / 0 °C

10.1: 88 percent / p-TsOH / methanol / 20 °C

With pyridine; sodium chlorite; n-butyllithium; n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; hydrogen; potassium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; Crabtree's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene;
DOI:10.1055/s-2001-18777