(2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester

Base Information

Chemical Name:(2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester
CAS No.:441778-52-5
Molecular Formula:C₄₁H₅₅N₃O₂₀
Molecular Weight:909.896
Hs Code.:

(2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester

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Chemical Property of (2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester

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Technology Process of (2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester

There total 1 articles about (2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester 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:

: 108-24-7
acetic anhydride

: (S)-2-({(2R,3R,4S,5S,6S)-5-[((2R,3R,4S,5S,6S)-5-tert-Butoxycarbonylamino-3,4-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-carbonyl)-amino]-3,4-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-carbonyl}-amino)-3-phenyl-propionic acid methyl ester

: 441778-52-5
(2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester

Guidance literature:: With pyridine; at 20 ℃; for 16h;
DOI:10.1016/S0968-0896(02)00020-2

Reference yield:

: 441778-52-5
(2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester

: (S)-2-({(2R,3R,4S,5S,6S)-5-[((2R,3R,4S,5S,6S)-5-tert-Butoxycarbonylamino-3,4-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-carbonyl)-amino]-3,4-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-carbonyl}-amino)-3-phenyl-propionic acid methyl ester

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 1h; pH=10 - 11;
DOI:10.1016/S0968-0896(02)00020-2

Reference yield:

: 441778-52-5
(2,3,6-tri-O-acetyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(2,3,6-tri-O-acetyl-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester

: C₃₁H₄₆N₄O₁₇

Guidance literature:: Multi-step reaction with 4 steps

1: NaOMe / methanol / 1 h / 20 °C / pH 10 - 11

2: 4 N HCl / ethyl acetate / 1 h / 0 °C

3: BOP; DIEA / dimethylformamide / 12 h / 20 °C

4: 4 N HCl / ethyl acetate / 1 h / 0 °C

With hydrogenchloride; sodium methylate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(02)00020-2