(E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

Base Information

Chemical Name:(E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol
CAS No.:868150-27-0
Molecular Formula:C₃₆H₄₈O₇
Molecular Weight:592.773
Hs Code.:

(E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

Synonyms:(E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

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Chemical Property of (E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

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Technology Process of (E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

There total 3 articles about (E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-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:

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

: 868056-82-0
{(2R,3R)-3-[1-((2R,3R)-3-Allyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-ylethynyl}-trimethyl-silane

: 868150-27-0
(E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

Guidance literature:: Acetic acid (1S,2R)-1-(4-methoxy-benzyloxymethyl)-2-methyl-pent-4-ynyl ester; {(2R,3R)-3-[1-((2R,3R)-3-Allyl-1,4-dioxa-spiro[4.4]non-2-yl)-vinyl]-1,4-dioxa-spiro[4.4]non-2-ylethynyl}-trimethyl-silane; With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

With barium dihydroxide; In methanol; at 20 ℃; for 1.5h;
DOI:10.1021/ja053365y

Reference yield:

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

: 868150-27-0
(E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

Guidance literature:: Multi-step reaction with 2 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

With pyridine; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; In N,N-dimethyl-formamide;
DOI:10.1021/ja053365y

Reference yield:

: 476452-91-2
(2S,3R)-1-(4-Methoxy-benzyloxy)-3-methyl-6-trimethylsilanyl-hex-5-yn-2-ol

: 868150-27-0
(E)-(2S,3R)-8-{(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-benzyloxy)-3-methyl-5-methylene-oct-7-en-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C

2.1: 93 percent / pyridine / 6 h / 20 °C

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

3.2: 0.219 g / Ba(OH)2 / methanol / 1.5 h / 20 °C

With pyridine; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja053365y