(2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine

Base Information

Chemical Name:(2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine
CAS No.:221216-70-2
Molecular Formula:C₃₂H₄₃NO₅SSi
Molecular Weight:581.849
Hs Code.:

Synonyms:(2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine

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Chemical Property of (2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine

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Technology Process of (2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine

There total 12 articles about (2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine 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: 60.0%

: 221216-64-4
N-((2S,3S,4R)-1,3-bis(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-hydroxypentan-2-yl)-4-methylbenzenesulfonamide

: 221216-70-2
(2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In dichloromethane;
DOI:10.1016/S0040-4039(98)02345-4

Reference yield:

: 221276-73-9
(1S,2S)-2-Azido-3-benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol

: 221216-70-2
(2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / NaH, Bu₄NI / tetrahydrofuran / Heating

2: LiAlH₄ / tetrahydrofuran

3: Et₃N / CH₂Cl₂

4: 95 percent / 2N HCl / methanol / 40 °C

5: DMAP, Et₃N / CH₂Cl₂

6: 60 percent / Ph₃P, DEAD / CH₂Cl₂

With hydrogenchloride; dmap; lithium aluminium tetrahydride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)02345-4

Reference yield:

: (1S,2S)-2-Benzyloxy-1-benzyloxymethyl-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethylamine

: 221216-70-2
(2S,3S,4S)-3-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-azetidine

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂

2: 95 percent / 2N HCl / methanol / 40 °C

3: DMAP, Et₃N / CH₂Cl₂

4: 60 percent / Ph₃P, DEAD / CH₂Cl₂

With hydrogenchloride; dmap; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(98)02345-4