(1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester

Base Information

Chemical Name:(1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester
CAS No.:528566-69-0
Molecular Formula:C₂₉H₃₁NO₆
Molecular Weight:489.568
Hs Code.:

Synonyms:(1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester

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Chemical Property of (1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester

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Technology Process of (1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester

There total 4 articles about (1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester 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:

: 528566-68-9
(1S,3R,4S,5S,6R,7R)-6,7-bis(benzyloxy)-3-methoxy-5-nitro-2-oxabicyclo[2.2.1]heptane

: 528566-69-0
(1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Raney nickel / methanol; H₂O / 19 h / 20 °C

2: 0.52 g / sodium bicarbonate / ethyl acetate; H₂O / 3 h / 20 °C

With hydrogen; sodium hydrogencarbonate; nickel; In methanol; water; ethyl acetate;
DOI:10.1021/ol034127f

Reference yield:

: methyl 3,5-di-O-benzyl-6-deoxy-6-nitro-D-glucofuranoside

: 528566-69-0
(1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 1.5 h / -30 °C

2: 0.59 g / tetrabutylammonium fluoride / tetrahydrofuran / 14 h

3: H₂ / Raney nickel / methanol; H₂O / 19 h / 20 °C

4: 0.52 g / sodium bicarbonate / ethyl acetate; H₂O / 3 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; nickel; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol034127f

Reference yield:

: methyl 3,5-di-O-benzyl-6-deoxy-6-nitro-2-O-trifluoromethanesulphonyl-D-glucofuranoside

: 528566-69-0
(1S,3R,4S,5S,6R,7R)-[6,7-bis(benzyloxy)-3-methoxy-2-oxabicyclo[2.2.1]hept-5-yl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 0.59 g / tetrabutylammonium fluoride / tetrahydrofuran / 14 h

2: H₂ / Raney nickel / methanol; H₂O / 19 h / 20 °C

3: 0.52 g / sodium bicarbonate / ethyl acetate; H₂O / 3 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; nickel; In tetrahydrofuran; methanol; water; ethyl acetate;
DOI:10.1021/ol034127f