5-Heptenoic acid, 7-[5-(acetyloxy)-2-[methoxy(phenylthio)methyl]-3-[(tetrahydro-2H-pyran- 2-yl)oxy]cyclopentyl]-, methyl ester

Base Information

Chemical Name:5-Heptenoic acid, 7-[5-(acetyloxy)-2-[methoxy(phenylthio)methyl]-3-[(tetrahydro-2H-pyran- 2-yl)oxy]cyclopentyl]-, methyl ester
CAS No.:144371-36-8
Molecular Formula:C₂₈H₄₀O₇S
Molecular Weight:520.687
Hs Code.:
Mol file:144371-36-8.mol

Synonyms:

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Chemical Property of 5-Heptenoic acid, 7-[5-(acetyloxy)-2-[methoxy(phenylthio)methyl]-3-[(tetrahydro-2H-pyran- 2-yl)oxy]cyclopentyl]-, methyl ester

Chemical Property:

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Technology Process of 5-Heptenoic acid, 7-[5-(acetyloxy)-2-[methoxy(phenylthio)methyl]-3-[(tetrahydro-2H-pyran- 2-yl)oxy]cyclopentyl]-, methyl ester

There total 8 articles about 5-Heptenoic acid, 7-[5-(acetyloxy)-2-[methoxy(phenylthio)methyl]-3-[(tetrahydro-2H-pyran- 2-yl)oxy]cyclopentyl]-, methyl 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:

: 64493-06-7
methyl (5Z)-7-iodo-5-heptenoate

: 143261-33-0,143292-04-0,144371-36-8
(Z)-7-[(1R,2R,3R,5S)-5-Acetoxy-2-(methoxy-phenylsulfanyl-methyl)-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) HMPA, 2) tetramethylethylene diamine (TMEDA) / 1) THF, hexane, -78 deg C, 30 min, 2) -60 deg C, 30 min

2: 73 percent / Bu₄NF, acetic acid / dimethylformamide; H₂O / Ambient temperature

3: 84 percent / DIBAH-BHT / toluene

4: acetylation

5: Bu₄F

6: p-TsOH

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)92528-0

Reference yield:

: 61305-35-9
(R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone

: 143261-33-0,143292-04-0,144371-36-8
(Z)-7-[(1R,2R,3R,5S)-5-Acetoxy-2-(methoxy-phenylsulfanyl-methyl)-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) HMPA, 2) tetramethylethylene diamine (TMEDA) / 1) THF, hexane, -78 deg C, 30 min, 2) -60 deg C, 30 min

2: 73 percent / Bu₄NF, acetic acid / dimethylformamide; H₂O / Ambient temperature

3: 84 percent / DIBAH-BHT / toluene

4: acetylation

5: Bu₄F

6: p-TsOH

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)92528-0

Reference yield:

: 87262-37-1
lithium

: 143261-33-0,143292-04-0,144371-36-8
(Z)-7-[(1R,2R,3R,5S)-5-Acetoxy-2-(methoxy-phenylsulfanyl-methyl)-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) HMPA, 2) tetramethylethylene diamine (TMEDA) / 1) THF, hexane, -78 deg C, 30 min, 2) -60 deg C, 30 min

2: 73 percent / Bu₄NF, acetic acid / dimethylformamide; H₂O / Ambient temperature

3: 84 percent / DIBAH-BHT / toluene

4: acetylation

5: Bu₄F

6: p-TsOH

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)92528-0