(1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester

Base Information

• Chemical Name: (1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester
• CAS No.: 89519-19-7
• Molecular Formula: C₂₄H₃₁NO₃
• Molecular Weight: 381.515

Synonyms:

Chemical Property of (1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester

There total 6 articles about (1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl 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: 7.5%

acetic acid tert-butyl ester (540-88-5) + α-dibenzylaminocyclobutanone (95588-06-0) → (1R,2R)- and (1S,2S)-1-Hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester (89519-19-7,89577-36-6,108507-89-7,108507-90-0) + (1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester (89519-19-7,89577-36-6,108507-89-7,108507-90-0)

Guidance literature:

With zinc; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1016/0040-4020(86)80025-4

Reference yield: 7.5%

acetic acid tert-butyl ester (540-88-5) + α-dibenzylaminocyclobutanone (95588-06-0) → (1R,2R)- and (1S,2S)-1-Hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester (89519-19-7,89577-36-6,108507-89-7,108507-90-0) + (1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester (89519-19-7,89577-36-6,108507-89-7,108507-90-0)

Guidance literature:

With zinc; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1016/0040-4020(86)80025-4

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) + α-dibenzylaminocyclobutanone (95588-06-0) → (1R,2R)- and (1S,2S)-1-Hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester (89519-19-7,89577-36-6,108507-89-7,108507-90-0) + (1R,2S)- and (1S,2R)-1-hydroxy-2-cyclobutane-1-acetic acid, t-butyl ester (89519-19-7,89577-36-6,108507-89-7,108507-90-0)

Guidance literature:

Yield given. Yields of byproduct given;

DOI:10.1039/c39830001479

upstream raw materials:

acetic acid tert-butyl ester

α-dibenzylaminocyclobutanone

bromoacetic acid tert-butyl ester

t-butyl lithioacetate

Downstream raw materials:

(1R,2S)- and (1S,2R)-1-Hydroxy-2-aminocyclobutane-1-acetic acid

(1R,2R)- and (1S,2S)-1-Hydroxy-2-aminocyclobutane-1-acetic acid

(1S,2S)-1-Hydroxy-2-<(S)-valylamino>cyclobutane-1-acetic acid

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