methyl (Z)-7-[(1R,2S,3R,5S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate

Base Information

Chemical Name:methyl (Z)-7-[(1R,2S,3R,5S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate
CAS No.:172016-60-3
Molecular Formula:C35H50O6Si
Molecular Weight:594.8534
Hs Code.:
DSSTox Substance ID:DTXSID60567008
Mol file:172016-60-3.mol

Synonyms:172016-60-3;methyl (Z)-7-[(1R,2S,3R,5S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate;DTXSID60567008;Methyl (5Z)-7-{(1R,2S,3R,5S)-2-({[tert-butyl(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-[(oxan-2-yl)oxy]cyclopentyl}hept-5-enoate

Suppliers and Price of methyl (Z)-7-[(1R,2S,3R,5S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]hept-5-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

TRC
(1R,2S,3R,5S,δZ)-2-(tert-Butyldiphenylsilyloxy)methyl-5-hydroxy-3-tetrahydropyranyloxy-cyclopentanehept-δ-en-oicAcidMethylEster(MixtureofDiastereomers)
25mg
$ 130.00

Total 3 raw suppliers

Chemical Property of methyl (Z)-7-[(1R,2S,3R,5S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate

Chemical Property:

PSA：74.22000
LogP:5.76140
Solubility.:Acetone, Chloroform, Dichloromethane, Ethyl Acetate, Methanol
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:15
Exact Mass:594.33766584
Heavy Atom Count:42
Complexity:810

Purity/Quality:

97% ^*data from raw suppliers

(1R,2S,3R,5S,δZ)-2-(tert-Butyldiphenylsilyloxy)methyl-5-hydroxy-3-tetrahydropyranyloxy-cyclopentanehept-δ-en-oicAcidMethylEster(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OCC3C(CC(C3CC=CCCCC(=O)OC)O)OC4CCCCO4
Isomeric SMILES:CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OC[C@H]3[C@@H](C[C@@H]([C@@H]3C/C=C\CCCC(=O)OC)O)OC4CCCCO4
Uses Intermediate in the production of Limaprost.

Technology Process of methyl (Z)-7-[(1R,2S,3R,5S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]hept-5-enoate

There total 8 articles about methyl (Z)-7-[(1R,2S,3R,5S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-hydroxy-3-(oxan-2-yloxy)cyclopentyl]hept-5-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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 172016-60-3
methyl (±)-(5Z)-7-[(1R*,2S*,3R*,5S*)-2-{[tertbutyl(diphenyl)silyloxy]methyl}-5-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]hept-5-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / dichloromethane / 6 h

2: pyridinium p-toluenesulfonate / dichloromethane

3: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

4: tetrahydrofuran / 1 h

5: diethyl ether

With 1H-imidazole; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; 4: |Wittig Olefination;
DOI:10.1134/S1070428015010017

Reference yield:

: Corey (±)-lactone diol

: 172016-60-3
methyl (±)-(5Z)-7-[(1R*,2S*,3R*,5S*)-2-{[tertbutyl(diphenyl)silyloxy]methyl}-5-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]hept-5-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / dichloromethane / 6 h

2: pyridinium p-toluenesulfonate / dichloromethane

3: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

4: tetrahydrofuran / 1 h

5: diethyl ether

With 1H-imidazole; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; 4: |Wittig Olefination;
DOI:10.1134/S1070428015010017

Reference yield:

: 87858-95-5
(1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

: 172016-60-3
methyl (±)-(5Z)-7-[(1R*,2S*,3R*,5S*)-2-{[tertbutyl(diphenyl)silyloxy]methyl}-5-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl]hept-5-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate / dichloromethane

2: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

3: tetrahydrofuran / 1 h

4: diethyl ether

With pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; 3: |Wittig Olefination;
DOI:10.1134/S1070428015010017