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

Base Information

Chemical Name: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
CAS No.:501954-93-4
Molecular Formula:C₂₉H₄₂N₄O₇Si
Molecular Weight:586.761
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 14 articles about 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 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 501954-91-2
Benzoic acid (2S,3S)-3-azido-3-[((1R,2R)-2,3-dihydroxy-1-phenyl-propyl)-methyl-carbamoyl]-2-methoxymethoxy-propyl ester

: 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

Guidance literature:: With 1H-imidazole; In dichloromethane;
DOI:10.3987/COM-02-S42

Reference yield:

: 98-88-4
benzoyl chloride

: 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

Guidance literature:: Multi-step reaction with 8 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

With 1H-imidazole; hydrogenchloride; dmap; dipyridinium dichromate; oxalyl dichloride; 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

: 501954-93-4
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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 83 percent / imidazole / CH₂Cl₂

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