benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate

Base Information

Chemical Name:benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate
CAS No.:1554421-22-5
Molecular Formula:C₂₀H₂₆N₄O₅
Molecular Weight:402.45
Hs Code.:

Synonyms:benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate

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Chemical Property of benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate

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Technology Process of benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate

There total 2 articles about benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate 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: 100.0%

: 1554422-12-6
C₂₀H₂₈N₂O₅

: 1554421-22-5
benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate

Guidance literature:: With copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate; In methanol; dichloromethane; water; at 23 ℃; for 18h;
DOI:10.1016/j.bmcl.2013.12.125

Reference yield:

: 82509-76-0
dibenzyl (3aS,4R,5S,7R,7aS)-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

: 1554421-22-5
benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide / 1,4-dioxane; water / 4 h / 70 °C

2: copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate / methanol; dichloromethane; water / 18 h / 23 °C

With copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate; lithium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1016/j.bmcl.2013.12.125

Reference yield: 95.0%

: 1554421-22-5
benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate

: 107-30-2
chloromethyl methyl ether

: 1554421-27-0
C₂₂H₃₀N₄O₆

Guidance literature:: benzyl ((3aS,4R,5S,7R,7aS)-5-azido-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-7-yl)carbamate; With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

chloromethyl methyl ether; In dichloromethane; at 27 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.12.125