(1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

Base Information

Chemical Name:(1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane
CAS No.:250137-92-9
Molecular Formula:C₁₃H₁₇NO₃
Molecular Weight:235.283
Hs Code.:

Synonyms:(1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

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Chemical Property of (1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

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Technology Process of (1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

There total 3 articles about (1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane 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: 64.0%

: 250137-79-2
(1R,5S,7R)-3-benzyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylic acid methyl ester

: 250137-92-9
(1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating;
DOI:10.1021/jo9904967

Reference yield:

: 54879-88-8
N-benzyl-2,2-dimethoxyethylamine

: 250137-92-9
(1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / bromotripyrrolidinophosphonium hexafluorophosphate; DIPEA / CH₂Cl₂ / 2 h / 20 °C

2: 91 percent / H₂SO₄*SiO₂ / toluene / 0.25 h / Heating

3: 64 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

With lithium aluminium tetrahydride; sulfuric acid; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; dichloromethane; toluene; 1: Acylation / 2: Cyclization / 3: Reduction;
DOI:10.1021/jo9904967

Reference yield:

: (-)-N-benzyl-N'(2,2-dimethoxyethyl)-(2R,3R)-2,3-di-O-isopropylidenetartamic acid methyl ester

: 250137-92-9
(1S,5S,7S)-3-benzyl-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / H₂SO₄*SiO₂ / toluene / 0.25 h / Heating

2: 64 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

With lithium aluminium tetrahydride; sulfuric acid; In tetrahydrofuran; toluene; 1: Cyclization / 2: Reduction;
DOI:10.1021/jo9904967