tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

Base Information

Chemical Name:tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid
CAS No.:610316-29-5
Molecular Formula:C₂₉H₄₁NO₇Si
Molecular Weight:543.733
Hs Code.:

<i>tert</i>-butoxycarbonylamino-[5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

Synonyms:tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

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Chemical Property of tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

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Technology Process of tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

There total 8 articles about tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid 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: 82.0%

: 610316-28-4
{1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-ethyl}-carbamic acid tert-butyl ester

: 610316-29-5
tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 6h;
DOI:10.1016/S0040-4039(03)01650-2

Reference yield:

: 110426-21-6
(E)-5-Benzyloxy-1-((R)-toluene-4-sulfinyl)-pent-3-en-2-one

: 610316-29-5
tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 91 percent / DIBAH; ZnCl₂ / tetrahydrofuran / 0.5 h / -78 °C

2.1: 88 percent / NBS; H₂O / toluene / 0.25 h / 20 °C

3.1: 86 percent / CSA / acetone / 2 h / 20 °C

4.1: 75 percent / NaN₃ / dimethylformamide / 5 h / 85 °C

5.1: TFAA; Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

5.2: 73 percent / aq. NaHCO₃; NaBH₄ / CH₂Cl₂ / 0.33 h / 0 °C

6.1: 94 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

7.1: 76 percent / H₂ / Pd(OH)2/C / ethyl acetate / 8 h / 20 °C

8.1: 82 percent / TEMPO; PhI(OAc)2 / H₂O; acetonitrile / 6 h / 20 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-Bromosuccinimide; sodium azide; [bis(acetoxy)iodo]benzene; camphor-10-sulfonic acid; water; hydrogen; diisobutylaluminium hydride; triethylamine; trifluoroacetic anhydride; zinc(II) chloride; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 5.1: Pummerer rearrangement;
DOI:10.1016/S0040-4039(03)01650-2

Reference yield:

: 110426-22-7
5-benzyloxy-1-(S_R)-(4-methylphenylsulfinyl)-(2R,3E)-penten-2-ol

: 610316-29-5
tert-butoxycarbonylamino-[5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 88 percent / NBS; H₂O / toluene / 0.25 h / 20 °C

2.1: 86 percent / CSA / acetone / 2 h / 20 °C

3.1: 75 percent / NaN₃ / dimethylformamide / 5 h / 85 °C

4.1: TFAA; Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

4.2: 73 percent / aq. NaHCO₃; NaBH₄ / CH₂Cl₂ / 0.33 h / 0 °C

5.1: 94 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

6.1: 76 percent / H₂ / Pd(OH)2/C / ethyl acetate / 8 h / 20 °C

7.1: 82 percent / TEMPO; PhI(OAc)2 / H₂O; acetonitrile / 6 h / 20 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-Bromosuccinimide; sodium azide; [bis(acetoxy)iodo]benzene; camphor-10-sulfonic acid; water; hydrogen; triethylamine; trifluoroacetic anhydride; palladium dihydroxide; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 4.1: Pummerer rearrangement;
DOI:10.1016/S0040-4039(03)01650-2