(E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

Base Information

Chemical Name:(E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester
CAS No.:868150-33-8
Molecular Formula:C₄₃H₅₆O₈
Molecular Weight:700.913
Hs Code.:

(E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

Synonyms:(E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

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Chemical Property of (E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

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Technology Process of (E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

There total 6 articles about (E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl 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:

: 868150-30-5
But-2-ynoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

: 24850-33-7
allyltributylstanane

: 868150-33-8
(E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

Guidance literature:: allyltributylstanane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

In tetrahydrofuran; hexane; at -60 - -25 ℃;

But-2-ynoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 3.5h;
DOI:10.1021/ja053365y

Reference yield:

: 868150-19-0
Acetic acid (1S,2R)-1-(4-methoxy-benzyloxymethyl)-2-methyl-pent-4-ynyl ester

: 868150-33-8
(E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: [CpRu(MeCN)3]PF₆ / dimethylformamide / 3 h / 60 °C

1.2: 0.219 g / Ba(OH)2 / methanol / 1.5 h / 20 °C

2.1: 57 percent / DCC; 4-pyrrolidinopyridine / CH₂Cl₂ / 24 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: CuCN / tetrahydrofuran; hexane / -60 - -25 °C

3.3: 0.042 g / tetrahydrofuran; hexane / 3.5 h / -78 °C

With n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja053365y

Reference yield:

: 868150-16-7
(2S,3R)-1-(4-Methoxy-benzyloxy)-3-methyl-hex-5-yn-2-ol

: 868150-33-8
(E)-3-Methyl-hexa-2,5-dienoic acid (E)-(1S,2R)-7-{(2R,3R)-3-[1-((2R,3R)-3-ethynyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-yl}-1-(4-methoxy-benzyloxymethyl)-2-methyl-4-methylene-hept-6-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / pyridine / 6 h / 20 °C

2.1: [CpRu(MeCN)3]PF₆ / dimethylformamide / 3 h / 60 °C

2.2: 0.219 g / Ba(OH)2 / methanol / 1.5 h / 20 °C

3.1: 57 percent / DCC; 4-pyrrolidinopyridine / CH₂Cl₂ / 24 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: CuCN / tetrahydrofuran; hexane / -60 - -25 °C

4.3: 0.042 g / tetrahydrofuran; hexane / 3.5 h / -78 °C

With pyridine; n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja053365y