2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

Base Information

Chemical Name:2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid
CAS No.:1054632-36-8
Molecular Formula:C₂₄H₃₉NO₅Si
Molecular Weight:449.663
Hs Code.:

2-(benzyl-<i>tert</i>-butoxycarbonyl-amino)-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

Synonyms:2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

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Chemical Property of 2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

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Technology Process of 2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

There total 8 articles about 2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic 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:

: 850494-59-6
benzyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-pent-4-enyl]-carbamic acid tert-butyl ester

: 1054632-36-8
2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

Guidance literature:: benzyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-pent-4-enyl]-carbamic acid tert-butyl ester; With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; In acetone; for 2h;

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 25 ℃; for 15h;
DOI:10.1081/SCC-200048467

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1054632-36-8
2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 78 percent / NaHCO₃ / methanol / 2.5 h / 20 °C

2.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

3.1: 70 percent / 4-methylbenzenesulfonic acid / methanol / 2.5 h / 20 °C

4.1: NaHCO₃; TEMPO; NaClO / KBr / acetone / 2 h

4.2: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 15 h / 25 °C

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; toluene-4-sulfonic acid; potassium bromide; In methanol; dichloromethane; acetone;
DOI:10.1081/SCC-200048467

Reference yield:

: 3173-56-6
benzyl isothiocyanate

: 1054632-36-8
2-(benzyl-tert-butoxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-hex-5-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / Et₃N / diethyl ether / 16 h / Heating

2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h

2.2: NAOH / methanol; H₂O / 16 h / Heating

3.1: 78 percent / NaHCO₃ / methanol / 2.5 h / 20 °C

4.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

5.1: 70 percent / 4-methylbenzenesulfonic acid / methanol / 2.5 h / 20 °C

6.1: NaHCO₃; TEMPO; NaClO / KBr / acetone / 2 h

6.2: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / H₂O; tetrahydrofuran; 2-methyl-propan-2-ol / 15 h / 25 °C

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hexamethyldisilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; potassium bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1081/SCC-200048467