(3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

Base Information

Chemical Name:(3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate
CAS No.:1383003-74-4
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

Suppliers and Price of (3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

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 (3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

There total 4 articles about (3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate 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%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 1383003-69-7
(3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

: 1383003-74-4
(3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 20 - 40 ℃; for 3h; under 760.051 Torr; Inert atmosphere;
DOI:10.1021/ja3032345

Reference yield:

: 856177-89-4
2-((benzyloxy)methyl)-2-methylcyclopentane-1,3-dione

: 1383003-74-4
(3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: copper(ll) bromide / methanol / 1 h / Inert atmosphere; Reflux

2: C₅₈H₅₈NO₂P; copper(II) bis(trifluoromethanesulfonate) / diethyl ether; hexane / 0.5 h / -78 - 20 °C / Inert atmosphere

3: diethyl ether; hexane / 1 h / 20 °C / Inert atmosphere

4: diisobutylaluminium hydride / hexane; dichloromethane / 0.17 h / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 3 h / 20 - 40 °C / 760.05 Torr / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; C₅₈H₅₈NO₂P; copper(II) bis(trifluoromethanesulfonate); diisobutylaluminium hydride; triethylamine; copper(ll) bromide; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja3032345

Reference yield:

: 1383003-60-8
(3S,5R)-5-(benzyloxy)methyl-3,5-dimethyl-4-oxocyclopent-1-en-1-yl trifluoromethanesulfonate

: 1383003-74-4
(3S,4S,5S)-methyl 5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-enecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / hexane; dichloromethane / 0.17 h / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 3 h / 20 - 40 °C / 760.05 Torr / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja3032345