(7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol

Base Information

Chemical Name:(7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol
CAS No.:849362-05-6
Molecular Formula:C₃₈H₅₂O₆
Molecular Weight:604.827
Hs Code.:

(7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol

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Chemical Property of (7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol

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Technology Process of (7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol

There total 20 articles about (7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol 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:

: 152453-72-0
2-deoxy-3-O-<(4-methoxyphenyl)methyl>-4,5-O-(1-methylethylidene)-D-erythro-pentose

: 849362-05-6
(7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol

Guidance literature:: Multi-step reaction with 15 steps

1.1: NaH / tetrahydrofuran / 0 °C

1.2: 85 percent / Bu₃P / acetonitrile / 60 °C

2.1: DIBAL / CH₂Cl₂ / -78 °C

3.1: 85 percent / pyridine / CH₂Cl₂

4.1: aq. HCl / tetrahydrofuran

5.1: NaIO₄ / tetrahydrofuran; H₂O / 0 °C

6.1: NaClO₂; H₂NSO₃H / 2-methyl-propan-2-ol; H₂O / 0 °C

7.1: 50 percent / methanol; toluene

8.1: tetrahydrofuran / -78 °C

9.1: pyridine / CH₂Cl₂

10.1: 70 percent / Et₃N; LiCl / tetrahydrofuran / 0 - 20 °C

11.1: 70 percent / L-selectride / tetrahydrofuran / -78 °C

12.1: NaI

13.1: NaOMe / methanol / 0 °C

14.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

15.1: In; aq. HCl / tetrahydrofuran

With pyridine; hydrogenchloride; indium; sodium chlorite; sodium periodate; oxalyl dichloride; aminosulfonic acid; sodium methylate; L-Selectride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium iodide; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.bmcl.2003.12.001

Reference yield:

: 362471-95-2
acetic acid 5-[6-(2-hydroxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-4-methyl-2-methylene-pentyl ester

: 849362-05-6
(7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2: 70 percent / Ph₃P / CH₂Cl₂ / -78 °C

3: 80 percent / n-BuLi / tetrahydrofuran / -78 °C

4: 80 percent / Ph₃P; NBS / CH₂Cl₂ / 0 °C

5: In; aq. HCl / tetrahydrofuran

With hydrogenchloride; indium; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2003.12.001

Reference yield:

: 676474-20-7
acetic acid 4-methyl-2-methylene-5-[6-(2-oxo-ethyl)-3,6-dihydro-2H-pyran-2-yl]-pentyl ester

: 849362-05-6
(7E,12E)-(2S,10S,11S)-11-Methoxy-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-1-((2R,6R)-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-trideca-7,12-dien-6-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / Ph₃P / CH₂Cl₂ / -78 °C

2: 80 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 80 percent / Ph₃P; NBS / CH₂Cl₂ / 0 °C

4: In; aq. HCl / tetrahydrofuran

With hydrogenchloride; indium; N-Bromosuccinimide; n-butyllithium; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2003.12.001