Butanamide, N-[(1R,2R)-2-(acetyloxy)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phen ylpropyl]-2-azido-4-(benzoyloxy)-3-(methoxymethoxy)-N-methyl-, (2S,3S)-

Base Information

Chemical Name:Butanamide, N-[(1R,2R)-2-(acetyloxy)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phen ylpropyl]-2-azido-4-(benzoyloxy)-3-(methoxymethoxy)-N-methyl-, (2S,3S)-
CAS No.:501954-94-5
Molecular Formula:C31H44N4O8Si
Molecular Weight:628.798
Hs Code.:

Butanamide,
N-[(1R,2R)-2-(acetyloxy)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phen
ylpropyl]-2-azido-4-(benzoyloxy)-3-(methoxymethoxy)-N-methyl-,
(2S,3S)-

Synonyms:

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Chemical Property of Butanamide, N-[(1R,2R)-2-(acetyloxy)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phen ylpropyl]-2-azido-4-(benzoyloxy)-3-(methoxymethoxy)-N-methyl-, (2S,3S)-

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Technology Process of Butanamide, N-[(1R,2R)-2-(acetyloxy)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phen ylpropyl]-2-azido-4-(benzoyloxy)-3-(methoxymethoxy)-N-methyl-, (2S,3S)-

There total 15 articles about Butanamide, N-[(1R,2R)-2-(acetyloxy)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-phen ylpropyl]-2-azido-4-(benzoyloxy)-3-(methoxymethoxy)-N-methyl-, (2S,3S)- 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: 99.0%

: 108-24-7
acetic anhydride

: 501954-93-4
Benzoic acid (2S,3S)-3-azido-3-{[(1R,2R)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-1-phenyl-propyl]-methyl-carbamoyl}-2-methoxymethoxy-propyl ester

: 501954-94-5
Benzoic acid (2S,3S)-3-{[(1R,2R)-2-acetoxy-3-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-propyl]-methyl-carbamoyl}-3-azido-2-methoxymethoxy-propyl ester

Guidance literature:: With dmap; TEA; In dichloromethane;
DOI:10.3987/COM-02-S42

Reference yield:

: 98-88-4
benzoyl chloride

: 501954-94-5
Benzoic acid (2S,3S)-3-{[(1R,2R)-2-acetoxy-3-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-propyl]-methyl-carbamoyl}-3-azido-2-methoxymethoxy-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 76 percent / Et₃N; DMAP / CH₂Cl₂ / 0 °C

2: 88 percent / (i-Pr)2NEt / CH₂Cl₂ / 40 °C

3: 100 percent / DDQ / CH₂Cl₂; H₂O / 20 °C

4: PDC / dimethylformamide / 20 °C

5: (COCl)2

6: (Me₂CH)2NEt / tetrahydrofuran / 20 °C

7: 82 percent / aq. HCl / tetrahydrofuran / 50 °C

8: 83 percent / imidazole / CH₂Cl₂

9: 99 percent / TEA; DMAP / CH₂Cl₂

With 1H-imidazole; hydrogenchloride; dmap; dipyridinium dichromate; oxalyl dichloride; TEA; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.3987/COM-02-S42

Reference yield:

: [(R)-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-methyl-amine

: 501954-94-5
Benzoic acid (2S,3S)-3-{[(1R,2R)-2-acetoxy-3-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-propyl]-methyl-carbamoyl}-3-azido-2-methoxymethoxy-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: (Me₂CH)2NEt / tetrahydrofuran / 20 °C

2: 82 percent / aq. HCl / tetrahydrofuran / 50 °C

3: 83 percent / imidazole / CH₂Cl₂

4: 99 percent / TEA; DMAP / CH₂Cl₂

With 1H-imidazole; hydrogenchloride; dmap; TEA; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.3987/COM-02-S42