O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

Base Information

Chemical Name:O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine
CAS No.:221182-49-6
Molecular Formula:C₃₂H₅₁NO₄Si
Molecular Weight:541.847
Hs Code.:

<i>O</i>-benzyl-<i>N</i>-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

Synonyms:O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

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Chemical Property of O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

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Technology Process of O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

There total 9 articles about O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine 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: 93.0%

: 824-94-2
p-methoxybenzyl chloride

: 213681-52-8
(2S,3S,4S)-4-Benzyloxyamino-4-methyl-2-triisopropylsilanyloxy-hept-6-en-3-ol

: 221182-49-6
O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 23 ℃; for 3h;
DOI:10.1002/(SICI)1521-3773(19990115)38:1/2<240::AID-ANIE240>3.0.CO;2-5

Reference yield: 93.0%

: 824-94-2
p-methoxybenzyl chloride

: (2S,4S)-4-Benzyloxyamino-4-methyl-2-triisopropylsilanyloxy-hept-6-en-3-ol

: 221182-49-6
O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 4h;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2648::AID-CHEM2648>3.0.CO;2-Q

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 221182-49-6
O-benzyl-N-{1-[1-(4-methoxy-benzyloxy)-2-triisopropylsilanyloxy-propyl]-1-methyl-but-3-enyl}-hydroxylamine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / imidazole / dimethylformamide / 10 h / 0 - 25 °C

2.1: DIBAL / CH₂Cl₂ / 0.75 h / -78 °C

3.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 - 0 °C

3.2: tetrahydrofuran; pentane / 0.08 h / -100 °C

3.3: 59 percent / aq. HCl / tetrahydrofuran; diethyl ether / 0.5 h

4.1: pyridine / 2 h / 0 - 25 °C

5.1: 50 percent / diethyl ether / 1 h / -35 °C

6.1: 91 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - 0 °C

7.1: 90 percent / NaBH₄ / diethyl ether; methanol / 0.5 h / 25 °C

8.1: 93 percent / NaH; (n-Bu)4NI / dimethylformamide / 4 h / 0 - 25 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane; 1.1: Etherification / 2.1: Reduction / 3.1: Metallation / 3.2: Addition / 3.3: Hydrolysis / 4.1: Condensation / 5.1: Addition / 6.1: Oxidation / 7.1: Reduction / 8.1: Etherification;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2648::AID-CHEM2648>3.0.CO;2-Q