(2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

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Chemical Name:(2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid
CAS No.:101860-62-2
Molecular Formula:C₂₉H₄₁NO₇S
Molecular Weight:547.713
Hs Code.:

Synonyms:(2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

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Chemical Property of (2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

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Technology Process of (2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

There total 14 articles about (2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid 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: 98.0%

: 101860-61-1
(2Z,6Z)-(S)-10-{(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

: 101860-62-2
(2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

Guidance literature:: With pyridine; (HF)x; In tetrahydrofuran;
DOI:10.1021/ja00269a056

Reference yield:

: 140146-97-0
(S)-4-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-2-methyl-butyric acid (1R,2R)-2-hydroxy-1-methyl-propyl ester

: 101860-62-2
(2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature

2: 96.7 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0.08 h / 0 °C

3: 1.) DMSO, pyridine, CF₃COOH, 2.) dicyclohexylcarbodiimide / 1.) benzene, RT, 15 min, 2.) benzene, RT, 6 h

4: 1.) potassium bis(trimethylsilyl)amide / 1.) THF, 0 deg C, 20 min, 2.) THF, 20 min

5: 81.2 percent / pyridine*(HF)x / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ja00034a036

Reference yield:

: 140146-99-2
(S)-4-{(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-2-methyl-butyric acid (1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl ester

: 101860-62-2
(2Z,6Z)-(S)-10-{(2R,4S,6R)-4-Hydroxy-6-methoxy-6-[(R)-3-(4-methoxy-benzyl)-2-oxo-thiazolidin-4-yl]-tetrahydro-pyran-2-yl}-3,8-dimethyl-deca-2,6-dienoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 96.7 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0.08 h / 0 °C

2: 1.) DMSO, pyridine, CF₃COOH, 2.) dicyclohexylcarbodiimide / 1.) benzene, RT, 15 min, 2.) benzene, RT, 6 h

3: 1.) potassium bis(trimethylsilyl)amide / 1.) THF, 0 deg C, 20 min, 2.) THF, 20 min

4: 81.2 percent / pyridine*(HF)x / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja00034a036