1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

Base Information

Chemical Name:1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside
CAS No.:1323240-27-2
Molecular Formula:C₄₇H₅₆Cl₃NO₁₅
Molecular Weight:981.318
Hs Code.:

1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

Synonyms:1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

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Chemical Property of 1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

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Technology Process of 1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

There total 1 articles about 1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside 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: 75.0%

: 1323240-19-2
1-methyl-1-cyclopropylmethyl 3,4,6-tri-O-benzyl-D-mannopyranoside

: 187022-49-7
(2R,3S,4R,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)-5-(((2,2,2-trichloroethoxy)carbonyl)amino)tetrahydro-2H-pyran-3,4-diyl diacetate

: 1323240-27-2
1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.tet.2011.05.133

Reference yield: 85.0%

: 1323240-27-2
1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

: 108-24-7
acetic anhydride

: 1323240-30-7
1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

Guidance literature:: With zinc; at 20 ℃; for 8h;
DOI:10.1016/j.tet.2011.05.133

Reference yield:

: 1323240-27-2
1-methyl-1-cyclopropylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-D-mannopyranoside

: 1323240-35-2
N-(9-fluorenylmethoxycarbonyl)-O-[[3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl]-(1->2)-3,4,6-tri-O-acetyl-α-D-mannopyranosyl]-L-serine phenacyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: zinc / 8 h / 20 °C

2: 10% palladium hydroxide on charcoal; hydrogen / ethyl acetate / 20 °C / 2327.23 Torr / Autoclave

3: pyridine / 4 h / Cooling with ice

4: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / Inert atmosphere; Cooling with ice

6: boron trifluoride diethyl etherate / dichloromethane / 2 h / 0 °C / Inert atmosphere; Molecular sieve

With pyridine; 10% palladium hydroxide on charcoal; boron trifluoride diethyl etherate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; zinc; In dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2011.05.133