(5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene

Base Information

Chemical Name:(5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene
CAS No.:1270942-54-5
Molecular Formula:C₃₈H₄₁NO₅
Molecular Weight:591.747
Hs Code.:

Synonyms:(5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene

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Chemical Property of (5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene

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Technology Process of (5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene

There total 3 articles about (5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene 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: 55.0%

: 1270942-46-5
(2S,3R,4S,5R,6R)-2-azido-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran

: 1270942-54-5
(5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene

Guidance literature:: In chloroform-d1; at 20 ℃;
DOI:10.1039/c0ob00555j

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 1270942-54-5
(5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide / dichloromethane; acetonitrile / 2 h / -40 °C / Molecular sieve

3: chloroform-d1 / 20 °C

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; In tetrahydrofuran; chloroform-d1; dichloromethane; acetonitrile;
DOI:10.1039/c0ob00555j

Reference yield:

: 190505-14-7
(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(but-3-enyl)tetrahydro-2H-pyran-2-ol

: 1270942-54-5
(5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-(benzyloxymethyl)-2-methyl-6-oxa-1-azaspiro[4.5]dec-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide / dichloromethane; acetonitrile / 2 h / -40 °C / Molecular sieve

2: chloroform-d1 / 20 °C

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; In chloroform-d1; dichloromethane; acetonitrile;
DOI:10.1039/c0ob00555j