(S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine

Base Information

Chemical Name:(S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine
CAS No.:874353-91-0
Molecular Formula:C₂₀H₃₁NO₄
Molecular Weight:349.47
Hs Code.:

Synonyms:(S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine

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Chemical Property of (S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine

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Technology Process of (S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine

There total 2 articles about (S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine 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: 74.0%

: 852213-67-3
benzyl 4-cyano-4-deoxy-2,3-O-isopropylidene-β-D-arabinopyranoside

: 693-04-9
butyl magnesium bromide

: 874353-91-0
(S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine

Guidance literature:: benzyl 4-cyano-4-deoxy-2,3-O-isopropylidene-β-D-arabinopyranoside; butyl magnesium bromide; In diethyl ether; at 20 ℃; for 2h;

With sodium tetrahydroborate; In methanol; diethyl ether; at 0 - 20 ℃;
DOI:10.1002/anie.200502662

Reference yield:

: 852213-66-2
Trifluoro-methanesulfonic acid (3aS,4R,7S,7aS)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

: 874353-91-0
(S)-1-((3aS,4S,7R,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-pentylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 3.3 g / 4 Angstroem molecular sieves; 18-crown-6 / dimethylformamide / 16 h / 20 °C

2.1: diethyl ether / 2 h / 20 °C

2.2: 74 percent / NaBH₄ / diethyl ether; methanol / 0 - 20 °C

With 18-crown-6 ether; 4 A molecular sieve; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/anie.200502662