Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

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Chemical Name:Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside
CAS No.:103559-26-8
Molecular Formula:C₃₅H₄₈Cl₆N₂O₁₃
Molecular Weight:917.49
Hs Code.:

Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

Synonyms:Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

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Chemical Property of Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

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Technology Process of Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

There total 10 articles about Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-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: 93.0%

: 103559-35-9
Allyl 4-O-benzyl-6-O-(2-chloroacetylamino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

: 103559-26-8
Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: With N-ethyl-N,N-diisopropylamine; thiourea; In tetrahydrofuran; for 12h; Heating;
DOI:10.1016/S0040-4039(00)84384-1

Reference yield:

: 66270-36-8
2,2,2-trichloro-1,1-dimethylethoxychloroformate

: 103559-26-8
Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / 4-dimethylaminopyridine / pyridine / 12 h / Ambient temperature

2: 90 percent / 90percent acetic acid / 0.25 h / 90 °C

3: 75 percent / pyridine; tetrahydrofuran / 9 h / 0 °C

4: 49 percent / trifluoromethanesulfonic acid / 15 h / Ambient temperature

5: 84 percent / aq. NH₄OH / methanol

6: 72 percent / N,N,N',N'-tetramethylurea / FeCl₃ / CH₂Cl₂ / 24 h / Ambient temperature

7: 86 percent / aq. NH₄OH / methanol / 15 h / Ambient temperature

8: 71 percent / TsOH / dimethylformamide / 5 h / Ambient temperature

9: 93 percent / thiourea, diisopropylethylamine / tetrahydrofuran / 12 h / Heating

With ammonium hydroxide; acetic acid; N-ethyl-N,N-diisopropylamine; thiourea; tetramethylurea; dmap; trifluorormethanesulfonic acid; iron(III) chloride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)84384-1

Reference yield:

: 103559-33-7
Allyl 4-O-benzyl-6-O-(3,4,6-tri-O-acetyl-2-chloroacetylamino-2-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

: 103559-26-8
Allyl 4-O-benzyl-6-O-(2-amino-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / aq. NH₄OH / methanol / 15 h / Ambient temperature

2: 71 percent / TsOH / dimethylformamide / 5 h / Ambient temperature

3: 93 percent / thiourea, diisopropylethylamine / tetrahydrofuran / 12 h / Heating

With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; thiourea; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)84384-1