(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

Base Information

Chemical Name:(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide
CAS No.:1357160-46-3
Molecular Formula:C₄₀H₄₆N₂O₉S
Molecular Weight:730.879
Hs Code.:

Synonyms:(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

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Chemical Property of (5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

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Technology Process of (5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

There total 4 articles about (5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide 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: 68.0%

: 1357160-41-8
1-deoxy-1-amino-3,4,5,7-tetra-O-benzyl-D-gluco-hept-2-ulopyranose

: tert-butyl (N-triethylammonium sulfonyl)carbamate

: 1357160-46-3
(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

Guidance literature:: In tetrahydrofuran; at 75 - 80 ℃; for 21h;
DOI:10.1016/j.tetlet.2011.12.049

Reference yield:

: 85398-14-7
3,4,5,7-tetra-O-benzyl-α-D-glycero-D-xylo-hept-2-ulopyranose

: 1357160-46-3
(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere

2: ammonium hydroxide / tetrahydrofuran / 0.5 h / 100 °C / 3102.97 Torr / Microwave irradiation

3: tetrahydrofuran / 21 h / 75 - 80 °C

With dmap; ammonium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2011.12.049

Reference yield:

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

: 1357160-46-3
(5S,7R,8R,9S,10R)-8,9,10-tribenzyloxy-7-(benzyloxymethyl)-6-oxa-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: methyllithium / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

2: ammonium hydroxide / tetrahydrofuran / 4.5 h / 20 °C

3: tetrahydrofuran / 21 h / 75 - 80 °C

With ammonium hydroxide; methyllithium; In tetrahydrofuran; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;
DOI:10.1016/j.tetlet.2011.12.049