(7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Base Information

Chemical Name:(7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one
CAS No.:312962-27-9
Molecular Formula:C₂₉H₃₈O₇
Molecular Weight:498.617
Hs Code.:

Synonyms:(7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

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Chemical Property of (7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

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Technology Process of (7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

There total 28 articles about (7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one 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: 99.0%

: 325172-33-6
2-Allyl-6-methoxy-benzoic acid (1R,3S,4R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-4-methyl-hept-6-enyl ester

: 312962-27-9
(7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: Grubbs catalyst first generation; In dichloromethane;
DOI:10.1002/1521-3773(20001201)39:23<4308::AID-ANIE4308>3.0.CO;2-4

Reference yield: 93.0%

: 312962-23-5
2-allyl-6-methoxy-benzoic acid (1R,3S,4R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-3-methoxymethoxy-4,7-dimethyl-oct-6-enyl ester

: (7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

: 312962-27-9
(7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: RuCl₂[P(Cy)2(CHPh)(1,3-bis-(Mes)-2,3-dihydro-imidazol-2-yl)]; In toluene; at 80 ℃; for 1.5h; Title compound not separated from byproducts.;
DOI:10.1021/ol006646d

Reference yield:

: 154714-19-9
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 312962-27-9
(7R,9S,10R)-4-methoxy-7-[2-(4-methoxy-benzyloxy)-ethyl]-9-methoxymethoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / pyridine

2: 83 percent / KOMe / PdCl₂(dppf) / tetrahydrofuran

3: 96 percent / BCl₃ / CH₂Cl₂ / 5 h / 20 °C

4: 88 percent / DEAD; PPh₃ / diethyl ether / 20 h / 20 °C

5: 54 percent / tetrahydrofuran; methanol; hexane / 46 h / 20 °C

6: 93 percent / RuCl₂[P(Cy)2(CHPh)(1,3-bis-(Mes)-2,3-dihydro-imidazol-2-yl)] / toluene / 1.5 h / 80 °C

With pyridine; potassium methanolate; boron trichloride; triphenylphosphine; diethylazodicarboxylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; 1: Substitution / 2: Substitution / 3: Ring cleavage / 4: Esterification / 5: Alkylation / 6: Cyclization;
DOI:10.1021/ol006646d