(1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate

Base Information

Chemical Name:(1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate
CAS No.:591770-08-0
Molecular Formula:C₂₇H₃₉NO₇Si
Molecular Weight:517.695
Hs Code.:

Synonyms:(1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate

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Chemical Property of (1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate

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Technology Process of (1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate

There total 3 articles about (1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate 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: 70.0%

: 591770-07-9
(2R,3R)-1-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentan-3-ol

: 62-23-7
4-nitro-benzoic acid

: 591770-08-0
(1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/ejoc.200210695

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 591770-08-0
(1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / di-n-butylboron triflate; Huenig's base / CH₂Cl₂

2: 76 percent / NaBH₄ / tetrahydrofuran; H₂O

3: 95 percent / DMAP / CH₂Cl₂ / 20 °C

4: 70 percent / triphenylphosphane; diisopropyl azodicarboxylate / tetrahydrofuran / 20 °C

With dmap; sodium tetrahydroborate; di-isopropyl azodicarboxylate; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.200210695

Reference yield:

: 143521-64-6
(2R,3R)-5-[(4-methoxybenzyl)oxy]-2-methylpentane-1,3-diol

: 591770-08-0
(1S,2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-1-{2-[(4-methoxybenzyl)oxy]ethyl}-2-methylpropyl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / DMAP / CH₂Cl₂ / 20 °C

2: 70 percent / triphenylphosphane; diisopropyl azodicarboxylate / tetrahydrofuran / 20 °C

With dmap; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200210695