hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid

Base Information

Chemical Name:hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid
CAS No.:870529-11-6
Molecular Formula:C₂₀H₂₉NO₈
Molecular Weight:411.452
Hs Code.:

Synonyms:hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid

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Chemical Property of hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid

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Technology Process of hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid

There total 8 articles about hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid 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: 98.0%

: 874816-52-1
((2R,3R,4R,5S,6R)-2-Hexyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

: 870529-11-6
hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; sodium hydrogencarbonate; borax; In water; acetonitrile; for 0.5h; pH=9.0;
DOI:10.1002/hlca.200590175

Reference yield:

: 35946-66-8
2-(acetoxymethyl)-5-{[(benzyloxy)carbonyl]amino}tetrahydropyran-3,4,6-triyl triacetate

: 870529-11-6
hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: Drierite; 3A MS / CH₂Cl₂ / 0.5 h / 20 °C

1.2: 60.4 percent / TMSOTf / CH₂Cl₂ / 0.5 h

2.1: 85 percent / Na / methanol / 20 °C

3.1: 98 percent / TEMPO; NaClO₂; NaHCO₃ / Borax / acetonitrile; H₂O / 0.5 h / pH 9.0

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; calcium sulfate; sodium chlorite; sodium; sodium hydrogencarbonate; borax; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/hlca.200590175

Reference yield:

: 114297-26-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-{[(4-methoxyphenyl)methylidene]amino}-D-glucopyranose

: 870529-11-6
hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / HCl / acetone

2.1: 83 percent / NaHCO₃ / CHCl₃; H₂O / pH 8.0

3.1: Drierite; 3A MS / CH₂Cl₂ / 0.5 h / 20 °C

3.2: 60.4 percent / TMSOTf / CH₂Cl₂ / 0.5 h

4.1: 85 percent / Na / methanol / 20 °C

5.1: 98 percent / TEMPO; NaClO₂; NaHCO₃ / Borax / acetonitrile; H₂O / 0.5 h / pH 9.0

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; calcium sulfate; sodium chlorite; sodium; sodium hydrogencarbonate; borax; In methanol; dichloromethane; chloroform; water; acetone; acetonitrile;
DOI:10.1002/hlca.200590175