1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol

Base Information

Chemical Name:1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol
CAS No.:121788-67-8
Molecular Formula:C₃₂H₄₄N₄O₁₃
Molecular Weight:692.72
Hs Code.:

Synonyms:1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol

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Chemical Property of 1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol

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Technology Process of 1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol

There total 11 articles about 1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol 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:

: 121843-61-6
methyl 2-acetamido-4-O-acetyl-3-O-<(R)-1'-benzylcarboxyethyl>-2-deoxy-α,β-D-xylo-hex-5-enopyranoside

: 121788-67-8
1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 4 steps

1: HgSO₄, 5 mM H₂SO₄ / dioxane; H₂O / 2 h / 80 °C

2: 1.) lithium tert-butoxyaluminium hydride / 1.) THF, 0 deg C

3: H₂ / 10percent Pd/C / ethanol

4: N-hydroxysuccinimide, dicyclohexylcarbodimide

With 1-hydroxy-pyrrolidine-2,5-dione; sulfuric acid; hydrogen; mercury(II) sulfate; lithium tri-t-butoxyaluminum hydride; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; ethanol; water;
DOI:10.1021/jo00277a002

Reference yield:

: 121843-60-5
methyl 2-acetamido-4-O-acetyl-3-O-<(R)-1'-benzylcarboxyethyl>-2,6-dideoxy-6-iodo-α,β-D-glucopyranoside

: 121788-67-8
1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 5 steps

1: AgF, pyridine

2: HgSO₄, 5 mM H₂SO₄ / dioxane; H₂O / 2 h / 80 °C

3: 1.) lithium tert-butoxyaluminium hydride / 1.) THF, 0 deg C

4: H₂ / 10percent Pd/C / ethanol

5: N-hydroxysuccinimide, dicyclohexylcarbodimide

With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; sulfuric acid; hydrogen; silver fluoride; mercury(II) sulfate; lithium tri-t-butoxyaluminum hydride; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; ethanol; water;
DOI:10.1021/jo00277a002

Reference yield:

: 121788-65-6
1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-1'-benzylcarboxyethyl>-1,3,4,5-cyclohexanetetrol

: 121788-67-8
1D-(1,2,4/3,5)-2-acetamido-1,4,5-tri-O-acetyl-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine benzylester>-1,3,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / ethanol

2: N-hydroxysuccinimide, dicyclohexylcarbodimide

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol;
DOI:10.1021/jo00277a002