(S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester
CAS No.:105762-98-9
Molecular Formula:C₄₇H₆₀N₂O₉Si
Molecular Weight:825.087
Hs Code.:

(S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

Synonyms:(S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

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Chemical Property of (S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

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Technology Process of (S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

There total 5 articles about (S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl 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:

: 100-39-0
benzyl bromide

: 105762-98-9
(S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 18-crown-6, potassium bicarbonate / 18 h / Ambient temperature

2: 70 percent / sulfur trioxide, pyridine, triethylamine / dimethylformamide; CH₂Cl₂; dimethylsulfoxide / 0.5 h / 10 °C

3: sodium cyanoborohydride, trifluoroacetic acid / propan-2-ol; tetrahydrofuran / 17 h / Ambient temperature

With pyridine; 18-crown-6 ether; sulfur trioxide; sodium cyanoborohydride; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo00376a102

Reference yield:

: 73991-96-5
(S)-3-hydroxybutyrolactone, benzyloxy methyl ether

: 105762-98-9
(S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: KOH / dimethylformamide; H₂O / 2 h / Ambient temperature

2: 18-crown-6, potassium bicarbonate / 18 h / Ambient temperature

3: 70 percent / sulfur trioxide, pyridine, triethylamine / dimethylformamide; CH₂Cl₂; dimethylsulfoxide / 0.5 h / 10 °C

4: sodium cyanoborohydride, trifluoroacetic acid / propan-2-ol; tetrahydrofuran / 17 h / Ambient temperature

With pyridine; potassium hydroxide; 18-crown-6 ether; sulfur trioxide; sodium cyanoborohydride; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo00376a102

Reference yield:

: (S)-2-Benzyloxymethoxy-4-hydroxy-butyric acid

: 105762-98-9
(S)-1-[(2S,3S)-3-Benzyloxycarbonyl-3-((R)-3-benzyloxycarbonyl-3-benzyloxymethoxy-propylamino)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-azetidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 18-crown-6, potassium bicarbonate / 18 h / Ambient temperature

2: 70 percent / sulfur trioxide, pyridine, triethylamine / dimethylformamide; CH₂Cl₂; dimethylsulfoxide / 0.5 h / 10 °C

3: sodium cyanoborohydride, trifluoroacetic acid / propan-2-ol; tetrahydrofuran / 17 h / Ambient temperature

With pyridine; 18-crown-6 ether; sulfur trioxide; sodium cyanoborohydride; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jo00376a102