(R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one

Base Information

Chemical Name:(R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one
CAS No.:646994-51-6
Molecular Formula:C₂₉H₃₇NO₆S
Molecular Weight:527.682
Hs Code.:

Synonyms:(R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one

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Chemical Property of (R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one

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Technology Process of (R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one

There total 26 articles about (R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-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: 70.0%

: 928112-44-1
(Z)-3-Methyl-oct-2-en-6-ynoic acid (2R,4R,6R)-2-methoxy-2-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-6-((S)-3-methyl-hex-4-ynyl)-tetrahydro-pyran-4-yl ester

: 646994-51-6
(R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one

Guidance literature:: With Mo(N[((t)Bu)(3,5-C₆H₃Me₂)])3; In dichloromethane; toluene; at 80 ℃;
DOI:10.1002/anie.200352413

Reference yield:

: 101860-50-8
(-)-3-(4-methoxybenzyl)-2-oxo-thiazolidine-4-carboxylic acid ethyl ester

: 646994-51-6
(R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: nBuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C

1.2: 60 percent / hexane; tetrahydrofuran / 0.5 h

2.1: 75 percent / Ba(OH)2*8H₂O / tetrahydrofuran; H₂O / 3 h

3.1: 57 percent / aq. HCl / tetrahydrofuran / 20 °C

4.1: 92 percent / camphor-10-sulfonic acid / 20 °C

5.1: pyridine / CH₂Cl₂ / 1 h / -20 °C

6.1: 45 mg / [15]crown-5 ether / tetrahydrofuran / 20 °C

7.1: 70 percent / Mo[N-(tBu)(3,5-dimethylphenyl)]3 / toluene / 20 h / 80 °C

With pyridine; hydrogenchloride; barium dihydroxide; n-butyllithium; 15-crown-5; tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III); camphor-10-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; water; toluene;
DOI:10.1002/chem.200601135

Reference yield:

: 646994-44-7
(3R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-non-7-ynal

: 646994-51-6
(R)-3-(4-Methoxy-benzyl)-4-((Z)-(1R,10S,13R,15R)-15-methoxy-5,10-dimethyl-3-oxo-2,14-dioxa-bicyclo[11.3.1]heptadec-4-en-8-yn-15-yl)-thiazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / Ba(OH)2*8H₂O / tetrahydrofuran; H₂O / 3 h

2: 57 percent / aq. HCl / tetrahydrofuran / 20 °C

3: 92 percent / camphor-10-sulfonic acid / 20 °C

4: pyridine / CH₂Cl₂ / 1 h / -20 °C

5: 45 mg / [15]crown-5 ether / tetrahydrofuran / 20 °C

6: 70 percent / Mo[N-(tBu)(3,5-dimethylphenyl)]3 / toluene / 20 h / 80 °C

With pyridine; hydrogenchloride; barium dihydroxide; 15-crown-5; tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III); camphor-10-sulfonic acid; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1002/chem.200601135