pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:920508-67-4
Molecular Formula:C₅₀H₅₅NO₁₅
Molecular Weight:909.984
Hs Code.:

Synonyms:pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 12 articles about pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-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: 69.0%

: 920508-62-9
pent-4-enyl (methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 920508-67-4
pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With pyridine; hydrazine hydrate; acetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1002/hlca.200690234

Reference yield:

: 262363-68-8
4-pentenyl 2-acetamido-2-deoxy-α-D-glucopyranoside

: 920508-67-4
pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 11.1 g / TsOH*H₂O / acetonitrile / 15 h / 20 °C / pH 3 - 4

2: 92 percent / BaO; Ba(OH)2*8H₂O / dimethylformamide / 20 h / 20 °C

3: 93 percent / EtN(i-Pr)2 / acetonitrile; CH₂Cl₂ / 3 h / 85 °C / microwave irradiation

4: 67 percent / Et₃SiH; TFAA; TFA / CH₂Cl₂ / 0 - 14 °C

5: 382 mg / CH₂Cl₂ / 3 h / -35 - 3 °C

6: 69 percent / N₂H₄*H₂O; AcOH; pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; triethylsilane; barium dihydroxide; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/hlca.200690234

Reference yield:

: 920508-59-4
pent-4-enyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 920508-67-4
pent-4-enyl (methyl 2,3-di-O-benzoyl-β-D-glucopyranosyluronate)-(1->4)-N,N-diacetyl-2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / BaO; Ba(OH)2*8H₂O / dimethylformamide / 20 h / 20 °C

2: 93 percent / EtN(i-Pr)2 / acetonitrile; CH₂Cl₂ / 3 h / 85 °C / microwave irradiation

3: 67 percent / Et₃SiH; TFAA; TFA / CH₂Cl₂ / 0 - 14 °C

4: 382 mg / CH₂Cl₂ / 3 h / -35 - 3 °C

5: 69 percent / N₂H₄*H₂O; AcOH; pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; triethylsilane; barium dihydroxide; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; barium(II) oxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/hlca.200690234