(2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide

Base Information

Chemical Name:(2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide
CAS No.:141805-89-2
Molecular Formula:C₂₅H₃₇NO₄Si
Molecular Weight:443.659
Hs Code.:

Synonyms:(2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide

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Chemical Property of (2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide

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Technology Process of (2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide

There total 6 articles about (2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide 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:

: 27912-85-2
3-(benzyloxy)propanoic acid

: 141805-89-2
(2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / 1-ethyl-3-<3-(dimethylamino)propyl> carbodiimide hydrochloride, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / Ambient temperature

2: 1) Sn(CF₃SO₃)2, N-ethylpiperidine / 1) CH₂Cl₂, -78 deg C, 30 min., 2) CH₂Cl₂, -78 deg C, 30 min.

3: 91 percent / imidazole / CH₂Cl₂ / 0 °C

4: CH₂Cl₂ / Ambient temperature

With 1-ethyl-piperidine; 1H-imidazole; dmap; tin(II) trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jo00041a033

Reference yield:

: 4126-60-7
methyl β-benzyloxypropionate

: 141805-89-2
(2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1) 1N NaOH, 2) 1N HCl / 1) EtOH, r.t. 1 h, 2) AcOEt

2: 86 percent / 1-ethyl-3-<3-(dimethylamino)propyl> carbodiimide hydrochloride, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / Ambient temperature

3: 1) Sn(CF₃SO₃)2, N-ethylpiperidine / 1) CH₂Cl₂, -78 deg C, 30 min., 2) CH₂Cl₂, -78 deg C, 30 min.

4: 91 percent / imidazole / CH₂Cl₂ / 0 °C

5: CH₂Cl₂ / Ambient temperature

With 1-ethyl-piperidine; 1H-imidazole; hydrogenchloride; dmap; sodium hydroxide; tin(II) trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jo00041a033

Reference yield:

: 141805-86-9
(4R)-3-<3-(Benzyloxy)propanoyl>-4-isopropyl-1,3-thiazolidine-2-thione

: 141805-89-2
(2S,3R)-3-<(tert-Butyldimethylsilyl)oxy>-2-<(benzyloxy)methyl>-N-(4-methoxyphenyl)butylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1) Sn(CF₃SO₃)2, N-ethylpiperidine / 1) CH₂Cl₂, -78 deg C, 30 min., 2) CH₂Cl₂, -78 deg C, 30 min.

2: 91 percent / imidazole / CH₂Cl₂ / 0 °C

3: CH₂Cl₂ / Ambient temperature

With 1-ethyl-piperidine; 1H-imidazole; tin(II) trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/jo00041a033