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)-α-D-glucopyranoside

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Chemical Name: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)-α-D-glucopyranoside
CAS No.:111193-25-0
Molecular Formula:C₄₀H₅₁Cl₇N₂O₁₇
Molecular Weight:1080.02
Hs Code.:

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)-α-D-glucopyranoside

Synonyms: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)-α-D-glucopyranoside

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Chemical Property of 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)-α-D-glucopyranoside

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Technology Process of 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)-α-D-glucopyranoside

There total 12 articles about 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)-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: 80.0%

: 111265-94-2
1,2,3,4-tetra-O-acetyl-2-chloroacetamido-2-deoxy-D-glucopyranoside

: 111193-24-9
Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-α-D-glucopyranoside

: 111193-25-0
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)-α-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; iron(III) chloride; tetramethylurea; In dichloromethane; for 48h; Ambient temperature;

Reference yield: 80.0%

: 111193-24-9
Allyl 4-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloro-tert-butoxycarbonylamino)-α-D-glucopyranoside

: 68499-56-9
1,3,4,6-tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranoside

: 111193-25-0
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)-α-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; iron(III) chloride; tetramethylurea; In dichloromethane; Ambient temperature;
DOI:10.1248/cpb.39.288

Reference yield:

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

: 111193-25-0
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)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 87 percent

2: 62 percent / HCl / 1.5 h / 100 °C

3: 82 percent / TsOH / dimethylformamide / 5 h / Ambient temperature

4: 94 percent / 4-dimethylaminopyridine / pyridine / 11 h / Ambient temperature

5: 83 percent / acetic acid / 0.25 h / 90 °C

6: 77 percent / pyridine / CH₂Cl₂ / 7 h / 0 °C

7: 83 percent / trifluoromeyhanesulfonic acid / CH₂Cl₂ / 48 h / Ambient temperature

8: 57 percent / NH₄OH / methanol; H₂O

9: 80 percent / FeCl₃, N,N,N',N'-tetramethylurea, Molecular Sieves 4A / CH₂Cl₂ / 48 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; ammonium hydroxide; trifluorormethanesulfonic acid; 4 A molecular sieve; iron(III) chloride; toluene-4-sulfonic acid; acetic acid; tetramethylurea; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;