3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone

Base Information

Chemical Name:3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone
CAS No.:121687-50-1
Molecular Formula:C₂₄H₃₂O₃Si
Molecular Weight:396.602
Hs Code.:

Synonyms:3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone

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Chemical Property of 3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone

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Technology Process of 3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone

There total 8 articles about 3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone 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: 77.0%

: 99315-76-1
(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

: 121687-50-1
3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone

Guidance literature:: In tetrahydrofuran; at -15 - -10 ℃; for 0.5h;
DOI:10.1016/0008-6215(88)84079-5

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 121687-50-1
3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / imidazole / dimethylformamide / 2.5 h / 60 °C

2: 72 percent / 80percent aq. AcOH / 1.5 h / Heating

3: 96 percent / acetone / 2.5 h / Heating

4: 96 percent / Raney Ni / tetrahydrofuran / 2.5 h / Heating

5: 1.) PhSCu / 1.) THF, -15 deg C, 30 min, 2.) THF, -15 deg C

With 1H-imidazole; copper(I) thiophenolate; nickel; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(94)80066-9

Reference yield:

: 5336-08-3
D-Ribono-1,4-lactone

: 121687-50-1
3-C-propyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-D-erythro-pentono-1,4-lactone

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / I₂ / 12 h / Ambient temperature

2: 82 percent / imidazole / dimethylformamide / 2.5 h / 60 °C

3: 72 percent / 80percent aq. AcOH / 1.5 h / Heating

4: 96 percent / acetone / 2.5 h / Heating

5: 96 percent / Raney Ni / tetrahydrofuran / 2.5 h / Heating

6: 1.) PhSCu / 1.) THF, -15 deg C, 30 min, 2.) THF, -15 deg C

With 1H-imidazole; iodine; copper(I) thiophenolate; nickel; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(94)80066-9