tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate

Base Information

Chemical Name:tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate
CAS No.:114643-34-4
Molecular Formula:C₂₇H₃₅NO₁₁
Molecular Weight:549.575
Hs Code.:

Synonyms:tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate

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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 tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate

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Technology Process of tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate

There total 4 articles about tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate 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: 68.0%

: 114643-30-0
4-hydroxy-trans-cinnamic acid tert-butyl ester

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 114643-34-4
tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate

Guidance literature:: With sodium ethanolate; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1016/0008-6215(87)80249-5

Reference yield: 57.0%

: 114627-06-4
Sodium; 4-((E)-2-tert-butoxycarbonyl-vinyl)-phenolate

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 114643-34-4
tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate

Guidance literature:: In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80249-5

Reference yield:

: 40052-13-9
mono-tert-butyl malonate

: 114643-34-4
tert-butyl p-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyloxy)cinnamate

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / piperidine / pyridine / 70 - 80 °C

2: 68 percent / NaOEt / dimethylformamide / 20 h / Ambient temperature

With piperidine; sodium ethanolate; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80249-5