(2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane

Base Information

Chemical Name:(2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane
CAS No.:321307-43-1
Molecular Formula:C₂₃H₄₀INO₄Si
Molecular Weight:549.565
Hs Code.:

Synonyms:(2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane

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Chemical Property of (2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane

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Technology Process of (2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane

There total 4 articles about (2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane 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: 83.0%

: 321307-42-0
(2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-butanol

: 321307-43-1
(2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane

Guidance literature:: With 1H-imidazole; tri-iodoimidazole; triphenylphosphine; In toluene; for 0.25h; Heating;
DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U

Reference yield:

: 321307-38-4
(2R,4E)-2-(tert-butyldimethylsilyl)oxy-4-heptenenitrile

: 321307-43-1
(2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane

Guidance literature:: Multi-step reaction with 4 steps

1.1: DIBAL / diethyl ether; hexane / -80 - -5 °C

1.2: methanol / 2.5 h / -95 - 20 °C

1.3: NaBH₄ / 20 °C

2.1: 83 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

3.1: ozone / CH₂Cl₂ / 0.5 h / -70 °C

3.2: 84 percent / NaBH₄ / 20 °C

4.1: 83 percent / imidazole; triiodoimidazole; triphenylphosphane / toluene / 0.25 h / Heating

With 1H-imidazole; tri-iodoimidazole; diisobutylaluminium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U

Reference yield:

: 321307-40-8
(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-(p-methoxybenzyl)amino-4-heptene

: 321307-43-1
(2R)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-iodobutane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

2.1: ozone / CH₂Cl₂ / 0.5 h / -70 °C

2.2: 84 percent / NaBH₄ / 20 °C

3.1: 83 percent / imidazole; triiodoimidazole; triphenylphosphane / toluene / 0.25 h / Heating

With 1H-imidazole; tri-iodoimidazole; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In dichloromethane; toluene;
DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U