ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

Base Information

Chemical Name:ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate
CAS No.:495397-78-9
Molecular Formula:C₂₆H₃₀O₆S
Molecular Weight:470.587
Hs Code.:

Synonyms:ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

Suppliers and Price of ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

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 ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

There total 4 articles about ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate 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: 94.0%

: 108-98-5
thiophenol

: 495397-73-4
ethyl (1S,3R,4R,5S)-5-[(benzyloxy)methyl]-3,4-isopropylenedioxy-2-oxobicyclo[3.1.0]hexane-1-carboxylate

: 495397-78-9
ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

Guidance literature:: With potassium tert-butylate; In tert-butyl alcohol; at 20 ℃; for 12h;
DOI:10.1016/S0040-4020(02)01002-5

Reference yield:

: 495397-70-1
ethyl (4R,5R)-6-[(benzyloxy)methyl]-4,5-isopropylenedioxy-3-oxo-6-heptenoate

: 495397-78-9
ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / tosyl azide; Et₃N / ethanol / 12 h / 20 °C

2: 58 percent / Rh₂(OAc)4 / toluene / 2.5 h / Heating

3: 94 percent / t-BuOK / 2-methyl-propan-2-ol / 12 h / 20 °C

With 4-toluenesulfonyl azide; potassium tert-butylate; triethylamine; dirhodium tetraacetate; In ethanol; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)01002-5

Reference yield:

: 495397-67-6
(4R,5R)-5-(1-Benzyloxymethyl-vinyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

: 495397-78-9
ethyl (2R,3R,4R)-2-[(benzyloxy)methyl]-3,4-isopropylenedioxy-5-oxo-2-[(phenylthio)methyl]cyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / SnCl₂ / CH₂Cl₂ / 2 h / 0 °C

2: 90 percent / tosyl azide; Et₃N / ethanol / 12 h / 20 °C

3: 58 percent / Rh₂(OAc)4 / toluene / 2.5 h / Heating

4: 94 percent / t-BuOK / 2-methyl-propan-2-ol / 12 h / 20 °C

With 4-toluenesulfonyl azide; potassium tert-butylate; triethylamine; tin(ll) chloride; dirhodium tetraacetate; In ethanol; dichloromethane; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)01002-5