O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine

Base Information

Chemical Name:O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine
CAS No.:213681-53-9
Molecular Formula:C₃₁H₄₉NO₃Si
Molecular Weight:511.82
Hs Code.:

Synonyms:O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine

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Chemical Property of O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine

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Technology Process of O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine

There total 10 articles about O-Benzyl-N-[(S)-1-((1S,2S)-1-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: 88.0%

: 100-39-0
benzyl bromide

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

: 213681-53-9
O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine

Guidance literature:: (2S,4S)-4-Benzyloxyamino-4-methyl-2-triisopropylsilanyloxy-hept-6-en-3-ol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.0333333h;

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

Reference yield:

: 135614-60-7
(2S)-2-(triisopropylsilyloxy)propionaldehyde

: 213681-53-9
O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine

Guidance literature:: Multi-step reaction with 6 steps

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

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

1.3: 59 percent / aq. HCl / tetrahydrofuran; diethyl ether / 0.5 h

2.1: pyridine / 2 h / 0 - 25 °C

3.1: 50 percent / diethyl ether / 1 h / -35 °C

4.1: 91 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - 0 °C

5.1: 90 percent / NaBH₄ / diethyl ether; methanol / 0.5 h / 25 °C

6.1: NaH / dimethylformamide / 0.03 h / 0 °C

6.2: 88 percent / (n-Bu)4NI / dimethylformamide / 2 h / 25 °C

With pyridine; sodium tetrahydroborate; oxalyl dichloride; tert.-butyl lithium; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane; 1.1: Metallation / 1.2: Addition / 1.3: Hydrolysis / 2.1: Condensation / 3.1: Addition / 4.1: Oxidation / 5.1: Reduction / 6.1: Metallation / 6.2: Etherification;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2648::AID-CHEM2648>3.0.CO;2-Q

Reference yield:

: 250273-68-8
(2S,4S)-4-Benzyloxyamino-4-methyl-2-triisopropylsilanyloxy-hept-6-en-3-one

: 213681-53-9
O-Benzyl-N-[(S)-1-((1S,2S)-1-benzyloxy-2-triisopropylsilanyloxy-propyl)-1-methyl-but-3-enyl]-hydroxylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / NaBH₄ / diethyl ether; methanol / 0.5 h / 25 °C

2.1: NaH / dimethylformamide / 0.03 h / 0 °C

2.2: 88 percent / (n-Bu)4NI / dimethylformamide / 2 h / 25 °C

With sodium tetrahydroborate; sodium hydride; In methanol; diethyl ether; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Metallation / 2.2: Etherification;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2648::AID-CHEM2648>3.0.CO;2-Q