methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine

Base Information

Chemical Name:methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine
CAS No.:1403588-88-4
Molecular Formula:C₄₃H₅₁NO₉
Molecular Weight:725.879
Hs Code.:

Synonyms:

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Chemical Property of methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine

Chemical Property:

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Technology Process of methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine

There total 8 articles about methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine 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:

: C₃₇H₄₂O₇

: 1403588-88-4
methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 24 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 36 h / 0 - 100 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 8 h / 120 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

5: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide; trichloroisocyanuric acid / acetone / 1.08 h / 0 °C / Inert atmosphere

6: thionyl chloride / acetone / 1.58 h / 0 - 20 °C / Inert atmosphere

7: triphenylphosphine; water / tetrahydrofuran / 0.33 h / 80 °C / Inert atmosphere

8: triethylamine / dichloromethane / 10 h / Inert atmosphere

With pyridine; thionyl chloride; sodium azide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; triethylamine; triphenylphosphine; sodium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/c2ob26078f

Reference yield:

: C₃₇H₃₉N₃O₇

: 1403588-88-4
methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine

Guidance literature:: Multi-step reaction with 3 steps

1: thionyl chloride / acetone / 1.58 h / 0 - 20 °C / Inert atmosphere

2: triphenylphosphine; water / tetrahydrofuran / 0.33 h / 80 °C / Inert atmosphere

3: triethylamine / dichloromethane / 10 h / Inert atmosphere

With thionyl chloride; water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1039/c2ob26078f

Reference yield:

: C₆₀H₆₆O₉SSi

: 1403588-88-4
methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine

Guidance literature:: Multi-step reaction with 6 steps

1: sodium azide / N,N-dimethyl-formamide / 8 h / 120 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide; trichloroisocyanuric acid / acetone / 1.08 h / 0 °C / Inert atmosphere

4: thionyl chloride / acetone / 1.58 h / 0 - 20 °C / Inert atmosphere

5: triphenylphosphine; water / tetrahydrofuran / 0.33 h / 80 °C / Inert atmosphere

6: triethylamine / dichloromethane / 10 h / Inert atmosphere

With thionyl chloride; sodium azide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; triethylamine; triphenylphosphine; sodium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/c2ob26078f