(2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol

Base Information

Chemical Name:(2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol
CAS No.:146467-10-9
Molecular Formula:C₂₈H₃₃NO₅
Molecular Weight:463.574
Hs Code.:

Synonyms:(2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol

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Chemical Property of (2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol

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Technology Process of (2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol

There total 9 articles about (2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol 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: 95.0%

: 146467-09-6
(2R,3R-O-isopropylidene)-4S-(N-benzylamino)-5R,6-dihydroxyhexyl-triphenylmethyl ether

: 146467-10-9
(2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol

Guidance literature:: With ammonium formate; palladium on activated charcoal; In ethylene glycol; for 0.05h; microwave irradiation;
DOI:10.1016/S0040-4020(00)00410-5

Reference yield:

: 146467-07-4
1-benzyl-3S-hydroxy-4R-[1'R,2'R-O-isopropylidene-3'-hydroxy]propyl-azetidin-2-one

: 146467-10-9
(2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₃N / CH₂Cl₂ / -30 - 0 °C

2: 80 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

3: 95 percent / ammonium formate / 10 percent Pd/C / ethane-1,2-diol / 0.05 h / microwave irradiation

With lithium aluminium tetrahydride; ammonium formate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethylene glycol; 1: Substitution / 2: Reduction / 3: Hydrogenolysis;
DOI:10.1016/S0040-4020(00)00410-5

Reference yield:

: 146467-05-2
1-benzyl-3S-benzyloxy-4R-[1'R,2'S-O-isopropylidene-3-oxo]propyl-azetidin-2-one

: 146467-10-9
(2S,3S)-3-Amino-3-((4R,5R)-2,2-dimethyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-propane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / NaBH₄ / methanol / 1 h / 0 - 5 °C

2: 90 percent / ammonium formate / 10 percent Pd/C / ethane-1,2-diol / 0.05 h / microwave irradiation

3: 80 percent / Et₃N / CH₂Cl₂ / -30 - 0 °C

4: 80 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

5: 95 percent / ammonium formate / 10 percent Pd/C / ethane-1,2-diol / 0.05 h / microwave irradiation

With sodium tetrahydroborate; lithium aluminium tetrahydride; ammonium formate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethylene glycol; 1: Reduction / 2: Hydrogenolysis / 3: Substitution / 4: Reduction / 5: Hydrogenolysis;
DOI:10.1016/S0040-4020(00)00410-5