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

Base Information

Chemical Name:(2R,3R-O-isopropylidene)-4S-(N-benzylamino)-5R,6-dihydroxyhexyl-triphenylmethyl ether
CAS No.:146467-09-6
Molecular Formula:C₃₅H₃₉NO₅
Molecular Weight:553.698
Hs Code.:

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

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Chemical Property of (2R,3R-O-isopropylidene)-4S-(N-benzylamino)-5R,6-dihydroxyhexyl-triphenylmethyl ether

Chemical Property:

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Technology Process of (2R,3R-O-isopropylidene)-4S-(N-benzylamino)-5R,6-dihydroxyhexyl-triphenylmethyl ether

There total 8 articles about (2R,3R-O-isopropylidene)-4S-(N-benzylamino)-5R,6-dihydroxyhexyl-triphenylmethyl ether 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: 80.0%

: 146467-08-5
1-benzyl-3S-hydroxy-4R-[1'R,2'R-O-isopropylidene-3'-triphenylmethoxy]propyl-azetidin-2-one

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

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1021/jo00054a007

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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;
DOI:10.1016/S0040-4020(00)00410-5

Reference yield:

: 146467-06-3
1-benzyl-3S-benzyloxy-4R-[1'R,2'R-O-isopropylidene-3'-hydroxy]propyl-azetidin-2-one

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

Guidance literature:: Multi-step reaction with 3 steps

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

2: 80 percent / Et₃N / CH₂Cl₂ / -30 - 0 °C

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

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