prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside
CAS No.:870529-02-5
Molecular Formula:C₂₃H₂₉NO₁₀
Molecular Weight:479.484
Hs Code.:

Synonyms:prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside

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Chemical Property of prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside

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Technology Process of prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside

There total 6 articles about prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside 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: 90.0%

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

: 107-18-6
allyl alcohol

: 870529-02-5
prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside

Guidance literature:: 2-(acetoxymethyl)-5-{[(benzyloxy)carbonyl]amino}tetrahydropyran-3,4,6-triyl triacetate; allyl alcohol; With calcium sulfate; In dichloromethane; at 20 ℃; for 0.5h;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
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

: 870529-02-5
prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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: 90 percent / TMSOTf / CH₂Cl₂

With hydrogenchloride; calcium sulfate; sodium hydrogencarbonate; In dichloromethane; chloroform; water; acetone;
DOI:10.1002/hlca.200590175

Reference yield:

: 51471-40-0
2--2-deoxy-D-glucopyranose

: 870529-02-5
prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 72 percent / pyridine / 20 °C

2.1: 100 percent / HCl / acetone

3.1: 83 percent / NaHCO₃ / CHCl₃; H₂O / pH 8.0

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

4.2: 90 percent / TMSOTf / CH₂Cl₂

With pyridine; hydrogenchloride; calcium sulfate; sodium hydrogencarbonate; In dichloromethane; chloroform; water; acetone;
DOI:10.1002/hlca.200590175