methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

Base Information

Chemical Name:methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate
CAS No.:791810-06-5
Molecular Formula:C₁₇H₂₂O₄S
Molecular Weight:322.425
Hs Code.:

Synonyms:methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

Suppliers and Price of methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

There total 1 articles about methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate 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: 73.0%

: 108-98-5
thiophenol

: 104939-54-0
methyl 5-(tetrahydro-2H-pyran-2-yloxy)pent-2-ynoate

: 791810-06-5
methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

Guidance literature:: thiophenol; With sodium; In methanol; at 0 ℃; for 1h;

methyl 5-(tetrahydro-2H-pyran-2-yloxy)pent-2-ynoate; In methanol; at 0 ℃; for 1.5h;
DOI:10.1021/ol048463n

Reference yield:

: 791810-06-5
methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

: [(5E,9E)-5,8,8-trimethylcycloundeca-1,2,5,9-tetraen-1-yl] 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 17 steps

1.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 1 h / -78 °C

1.2: tetrahydrofuran; diethyl ether / 4 h / -78 °C

2.1: 5.37 g / LiAlH₄ / diethyl ether / 3.25 h / -40 °C

3.1: 91 percent / LiCl; 2,6-lutidine; MsCl / dimethylformamide / 19 h / 0 °C

4.1: i-Pr₂NH; n-BuLi / tetrahydrofuran / 1 h / -78 °C

4.2: 100 percent / tetrahydrofuran / -78 - -20 °C

5.1: 97 percent / LiAlH₄ / diethyl ether / 1.75 h / 0 °C

6.1: 98 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

7.1: LiCl; Et₃N / acetonitrile / 0.17 h / 0 °C

7.2: 1.12 g / acetonitrile / 0 - 20 °C

8.1: 93 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / -78 - 20 °C

9.1: Et₃N / tetrahydrofuran / 1 h / 20 °C

10.1: NaI / acetone / 2 h / 0 - 20 °C

11.1: 4.64 g / CuI / tetrahydrofuran / 20 h / 60 °C

12.1: NIS; AgNO₃ / acetone / 1 h / 20 °C

13.1: 1.37 g / p-TsOH*H₂O / methanol / 4 h / 20 °C

14.1: 2-iodoxybenzoic acid / dimethylsulfoxide / 2 h / 20 °C

15.1: 380 mg / CrCl₂ / tetrahydrofuran / 12 h / 20 °C

16.1: 92 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

17.1: 19 percent / PtCl₂ / toluene / 3 h / Heating

With 2,6-dimethylpyridine; chromium dichloride; dmap; N-iodo-succinimide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; diisobutylaluminium hydride; toluene-4-sulfonic acid; silver nitrate; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; diisopropylamine; sodium iodide; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; platinum(II) chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 6.1: Swern oxidation;
DOI:10.1021/ol048463n

Reference yield:

: 791810-06-5
methyl (2Z)-3-phenylsulfanyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enoate

: 5,5,8-trimethyltricyclo[5.4.0.0^1,8]undeca-3,10-dien-11-yl p-nitrobenzoate

Guidance literature:: Multi-step reaction with 14 steps

1.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 1 h / -78 °C

1.2: tetrahydrofuran; diethyl ether / 4 h / -78 °C

2.1: 5.37 g / LiAlH₄ / diethyl ether / 3.25 h / -40 °C

3.1: 91 percent / LiCl; 2,6-lutidine; MsCl / dimethylformamide / 19 h / 0 °C

4.1: i-Pr₂NH; n-BuLi / tetrahydrofuran / 1 h / -78 °C

4.2: 100 percent / tetrahydrofuran / -78 - -20 °C

5.1: 97 percent / LiAlH₄ / diethyl ether / 1.75 h / 0 °C

6.1: 98 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

7.1: 79 percent / n-BuLi; HNPA / tetrahydrofuran / -78 - 0 °C

8.1: KF; H₂O / dimethylformamide / 15 h / 20 °C

9.1: 3.14 g / p-TsOH*H₂O / methanol / 8 h / 20 °C

10.1: 989 mg / NIS; AgNO₃ / acetone / 4 h / 20 °C

11.1: 963 mg / 2-iodoxybenzoic acid / dimethylsulfoxide / 2 h / 20 °C

12.1: 269 mg / CrCl₂ / tetrahydrofuran / 12 h / 20 °C

13.1: 80 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 2 h / 20 °C

14.1: 89 percent / PtCl₂ / toluene / 6 h / 20 °C

With 2,6-dimethylpyridine; chromium dichloride; dmap; potassium fluoride; N-iodo-succinimide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; water; toluene-4-sulfonic acid; silver nitrate; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; diisopropylamine; (3Z)(1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(2-hydroxyethyl)cyclopent-3-ene-1,2-diol; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; platinum(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; 6.1: Swern oxidation;
DOI:10.1021/ol048463n