O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate
CAS No.:140420-64-0
Molecular Formula:C₅₉H₆₄Cl₃NO₁₇
Molecular Weight:1165.51
Hs Code.:

O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate

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Chemical Property of O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate

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Technology Process of O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate

There total 10 articles about O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate 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: 100.0%

: O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-D-glucopyranose

: 545-06-2
trichloroacetonitrile

: 140420-64-0,140420-75-3
O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With CsCO₃; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1246/bcsj.65.436

Reference yield:

: 350255-13-9
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 140420-64-0,140420-75-3
O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 9 steps

1: 91.2 percent / Ag₂O, molecular sieves 3A / benzene / 48 h / Ambient temperature

2: 4percent HCl / 0.33 h / Heating

3: pyridine / 4 h / Ambient temperature

4: 1.) acetylacetone, Zn-Cu couple / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 10 min

5: 94 percent / DDQ / CH₂Cl₂; H₂O / 1 h / Ambient temperature

6: SnCl₂, AgClO₄, molecular sieves 4A / diethyl ether / -10 °C

7: 95.6 percent / 6H₅)2)2>PF₆, H₂ / tetrahydrofuran / a) RT, 1 min, b) 50 deg C, 20 min

8: 93.7 percent / I₂ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

9: 100 percent / CsCO₃ / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; hydrogenchloride; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; 3 A molecular sieve; 4 A molecular sieve; hydrogen; iodine; silver perchlorate; copper; acetylacetone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; silver(l) oxide; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; water; benzene;
DOI:10.1246/bcsj.65.436

Reference yield:

: (3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-4-(4-nitro-benzyloxy)-tetrahydro-pyran-3,5-diol

: 140420-64-0,140420-75-3
O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1-3)-O-(2,4-di-O-benzyl-α-D-xylopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α,β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 4 h / Ambient temperature

2: 1.) acetylacetone, Zn-Cu couple / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 10 min

3: 94 percent / DDQ / CH₂Cl₂; H₂O / 1 h / Ambient temperature

4: SnCl₂, AgClO₄, molecular sieves 4A / diethyl ether / -10 °C

5: 95.6 percent / 6H₅)2)2>PF₆, H₂ / tetrahydrofuran / a) RT, 1 min, b) 50 deg C, 20 min

6: 93.7 percent / I₂ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

7: 100 percent / CsCO₃ / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; 4 A molecular sieve; hydrogen; iodine; silver perchlorate; copper; acetylacetone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1246/bcsj.65.436