Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

Chemical Name:Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
CAS No.:134040-55-4
Molecular Formula:C₂₄H₂₉Cl₆NO₉
Molecular Weight:688.214
Hs Code.:

Synonyms:Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Chemical Property of Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Technology Process of Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 6 articles about Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-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: 95.0%

: 134040-54-3
Allyl 4-O-benzyl-2-deoxy-6-O-(p-nitrobenzoyl)-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 134040-55-4
Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: With tetrahydrofuran; methanol; ammonium hydroxide; for 4h; Ambient temperature;
DOI:10.1248/cpb.39.288

Reference yield:

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

: 134040-55-4
Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97.3 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

2: 97 percent / 90 percent aq. acetic acid / 90 °C

3: 93.6 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 86.1 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / Ambient temperature

5: 95 percent / NH₄OH-MeOH-THF (1:9:1) / 4 h / Ambient temperature

With tetrahydrofuran; pyridine; methanol; dmap; ammonium hydroxide; trifluorormethanesulfonic acid; acetic acid; In dichloromethane;
DOI:10.1248/cpb.39.288

Reference yield:

: 97562-24-8
allyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 134040-55-4
Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97.3 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

2: 97 percent / 90 percent aq. acetic acid / 90 °C

3: 93.6 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 86.1 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / Ambient temperature

5: 95 percent / NH₄OH-MeOH-THF (1:9:1) / 4 h / Ambient temperature

With tetrahydrofuran; pyridine; methanol; dmap; ammonium hydroxide; trifluorormethanesulfonic acid; acetic acid; In dichloromethane;
DOI:10.1248/cpb.39.288