3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

Base Information

Chemical Name:3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester
CAS No.:929804-24-0
Molecular Formula:C₃₆H₆₃NO₈Si
Molecular Weight:665.984
Hs Code.:

3-benzyloxy-2-<i>tert</i>-butoxycarbonylamino-butyric acid 3-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

Synonyms:3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

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Chemical Property of 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

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Technology Process of 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

There total 9 articles about 3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl 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: 96.0%

: 929804-23-9
3-methyl-butyric acid 2-(tert-butyl-dimethyl-silanyloxymethyl)-1-[1-(4-methoxy-benzyloxy)-ethyl]-hexyl ester

: 15260-10-3
N-Boc-O-benzyl-L-threonine

: 929804-24-0
3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

Guidance literature:: 3-methyl-butyric acid 2-(tert-butyl-dimethyl-silanyloxymethyl)-1-[1-(4-methoxy-benzyloxy)-ethyl]-hexyl ester; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃; for 0.5h; pH=7;

N-Boc-O-benzyl-L-threonine; In dichloromethane; at 0 ℃; for 8h;
DOI:10.1016/j.tetlet.2006.12.088

Reference yield:

: 929804-19-3
2-[2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-hexan-1-ol

: 929804-24-0
3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / Na(CN)BH₃; TMSCl; 4 Angstroem molecular sieves / acetonitrile / 0.17 h / 0 °C

2.1: Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

3.1: DMP; NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

3.2: 75 percent / Zn(BH₄)2 / diethyl ether / 0.17 h / 0 °C

4.1: 100 percent / DMAP / CH₂Cl₂; pyridine / 8 h / 0 - 20 °C

5.1: DDQ / CH₂Cl₂ / 0.5 h / 0 °C / pH 7

5.2: 96 percent / CH₂Cl₂ / 8 h / 0 °C

With chloro-trimethyl-silane; phthalic acid dimethyl ester; 4 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; dmap; In pyridine; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2006.12.088

Reference yield:

: 929804-17-1
2-butyl-4-(4-methoxy-benzyloxy)-pent-2-en-1-ol

: 929804-24-0
3-benzyloxy-2-tert-butoxycarbonylamino-butyric acid 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 72 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 0.75 h / 0 °C

2.1: 90 percent / ZnCl₂; Zn / Cp₂TiCl₂ / tetrahydrofuran / 12 h / -20 - 20 °C

3.1: 80 percent / Na(CN)BH₃; TMSCl; 4 Angstroem molecular sieves / acetonitrile / 0.17 h / 0 °C

4.1: Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

5.1: DMP; NaHCO₃ / CH₂Cl₂ / 1 h / 0 - 20 °C

5.2: 75 percent / Zn(BH₄)2 / diethyl ether / 0.17 h / 0 °C

6.1: 100 percent / DMAP / CH₂Cl₂; pyridine / 8 h / 0 - 20 °C

7.1: DDQ / CH₂Cl₂ / 0.5 h / 0 °C / pH 7

7.2: 96 percent / CH₂Cl₂ / 8 h / 0 °C

With chloro-trimethyl-silane; phthalic acid dimethyl ester; 4 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; zinc; dmap; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; pyridine; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2006.12.088