tert-butyldiphenylsilyl (1R^*,2S^*,3R^*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate

Base Information

• Chemical Name: tert-butyldiphenylsilyl (1R^*,2S^*,3R^*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate
• CAS No.: 140710-59-4
• Molecular Formula: C₄₃H₅₂O₆Si₂
• Molecular Weight: 721.053

Synonyms:tert-butyldiphenylsilyl (1R^*,2S^*,3R^*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate

Chemical Property of tert-butyldiphenylsilyl (1R^*,2S^*,3R^*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of tert-butyldiphenylsilyl (1R^*,2S^*,3R^*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate

There total 4 articles about tert-butyldiphenylsilyl (1R^*,2S^*,3R^*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate 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:

Allyl 4-Oxopentanoate (1070-35-5) → tert-butyldiphenylsilyl (1R*,2S*,3R*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate (140710-59-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / toluene / 1.5 h / Heating

2: 80 percent / ethyl acetate / 3 h / Irradiation

3: H₂O / acetonitrile / 8 h / 50 °C

4: imidazole / dimethylformamide / 48 h

With 1H-imidazole; water; In ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/S0957-4166(00)80211-6

Reference yield:

3-(2-Methyl-4-oxo-4H-[1,3]dioxin-2-yl)-propionic acid allyl ester (133592-85-5) → tert-butyldiphenylsilyl (1R*,2S*,3R*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate (140710-59-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / ethyl acetate / 3 h / Irradiation

2: H₂O / acetonitrile / 8 h / 50 °C

3: imidazole / dimethylformamide / 48 h

With 1H-imidazole; water; In ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0957-4166(00)80211-6

Reference yield:

(1R,7S,9S,13R)-1-Methyl-5,11,12-trioxa-tricyclo[5.4.2.09,13]tridecane-4,10-dione (133592-90-2,142758-71-2) → tert-butyldiphenylsilyl (1R*,2S*,3R*)-2-(tert-butyldiphenylsiloxy)-3-(4-oxopentanoyloxymethyl)cyclobutane-1-carboxylate (140710-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / acetonitrile / 8 h / 50 °C

2: imidazole / dimethylformamide / 48 h

With 1H-imidazole; water; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0957-4166(00)80211-6

upstream raw materials:

tert-butylchlorodiphenylsilane

Allyl 4-Oxopentanoate

3-(2-Methyl-4-oxo-4H-[1,3]dioxin-2-yl)-propionic acid allyl ester

(1R,7S,9S,13R)-1-Methyl-5,11,12-trioxa-tricyclo[5.4.2.0^9,13]tridecane-4,10-dione

Downstream raw materials:

cis-2-(tert-butyldiphenylsiloxy)-1,3-bishydroxymethylcyclobutane

Acetic acid (1S,2S,3R)-2-(tert-butyl-diphenyl-silanyloxy)-3-hydroxymethyl-cyclobutylmethyl ester

(1R,2R,3S)-1-acetoxymethyl-2-(tert-butyldiphenylsiloxy)-3-hydroxymethylcyclobutane

(1R,2S,3R)-3-acetoxymethyl-2-(tert-butyldiphenylsiloxy)cyclobutanal

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