p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside

Base Information

Chemical Name:p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside
CAS No.:197449-42-6
Molecular Formula:C₁₇H₁₈Cl₃NO₆
Molecular Weight:438.692
Hs Code.:

Synonyms:p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside

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Technology Process of p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside

There total 6 articles about p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside 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: 54.0%

: 197449-38-0
p-methoxyphenyl 6-O-acetyl-2,3-dideoxy-4-O-(1-imino-2,2,2-trichloroethyl)-α-D-erythro-hex-2-enopyranoside

: 197449-42-6
p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside

Guidance literature:: With 4 A molecular sieve; In diphenylether; at 210 ℃; for 0.583333h;
DOI:10.1246/bcsj.70.2535

Reference yield:

: 76223-29-5,76223-30-8,143134-83-2,76223-28-4
4'-methoxyphenyl 4,6-di-O-acetyl-2,3-dideoxy-1-O-α-D-erythro-hex-2-enopyranoside

: 197449-42-6
p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / triethylamine / methanol / 7 h / 70 °C

2: 99 percent / Pseudomonas lipase PS / 48 h / 20 °C

3: 100 percent / 1,8-diazabicyclo[5.4.0]-7-undecene / CH₂Cl₂ / 0.25 h / -17 °C

4: 54 percent / molecular sieves 4A / diphenyl ether / 0.58 h / 210 °C

With 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Pseudomonas lipase PS; In methanol; diphenylether; dichloromethane; 1: Deacetylation / 2: Acetylation / 3: Addition / 4: Rearrangement;
DOI:10.1246/bcsj.70.2535

Reference yield:

: 150-76-5
4-methoxy-phenol

: 197449-42-6
p-methoxyphenyl 6-O-acetyl-2,3,4-trideoxy-2-trichloroacetamido-α-D-erythro-hex-3-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / BF₃*OEt₂ / toluene

2: 100 percent / triethylamine / methanol / 7 h / 70 °C

3: 99 percent / Pseudomonas lipase PS / 48 h / 20 °C

4: 100 percent / 1,8-diazabicyclo[5.4.0]-7-undecene / CH₂Cl₂ / 0.25 h / -17 °C

5: 54 percent / molecular sieves 4A / diphenyl ether / 0.58 h / 210 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Pseudomonas lipase PS; In methanol; diphenylether; dichloromethane; toluene; 1: glycosylation; Ferrier rearrangement / 2: Deacetylation / 3: Acetylation / 4: Addition / 5: Rearrangement;
DOI:10.1246/bcsj.70.2535