pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside
CAS No.:920508-58-3
Molecular Formula:C₂₉H₃₇NO₇
Molecular Weight:511.615
Hs Code.:

Synonyms:pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

There total 6 articles about pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-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: 67.0%

: 920508-61-8
pent-4-enyl N,N-diacetyl-2-amino-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 920508-58-3
pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluoroacetic acid; trifluoroacetic anhydride; In dichloromethane; at 0 - 14 ℃;
DOI:10.1002/hlca.200690234

Reference yield:

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

: 920508-58-3
pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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

With triethylsilane; barium dihydroxide; toluene-4-sulfonic 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

: 920508-58-3
pent-4-enyl N,N-diacetyl-2-amino-3,6-O-dibenzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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

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