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

Base Information

Chemical Name:1D-(1,2,4/3,5)-2-acetamido-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine>-1,3,4,5-cyclohexanetetrol
CAS No.:115886-86-7
Molecular Formula:C₁₉H₃₂N₄O₁₀
Molecular Weight:476.484
Hs Code.:

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

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

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

There total 18 articles about 1D-(1,2,4/3,5)-2-acetamido-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine>-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: 61.0%

: 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

: 115886-86-7
1D-(1,2,4/3,5)-2-acetamido-3-O-<(R)-2'-propanoyl-L-alanyl-D-isoglutamine>-1,3,4,5-cyclohexanetetrol

Guidance literature:: With potassium hydroxide; In 1,4-dioxane; at 0 ℃; for 6h;
DOI:10.1016/S0040-4020(01)97594-5

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

: 115886-86-7
4-{(S)-2-[(R)-2-((1R,2S,3S,5S,6R)-2-Acetylamino-3,5,6-trihydroxy-cyclohexyloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / ethanol

2: N-hydroxysuccinimide, dicyclohexylcarbodimide

3: KOH, H₂O / dioxane

With potassium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; water; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; ethanol;
DOI:10.1021/jo00277a002

Reference yield:

: 115886-91-4
2L-(2,4,5/3)-4-acetamido-2-O-acetyl-3-O-<(R)-1'-benzylcarboxyethyl>-5-hydroxy-cyclohexanone

: 115886-86-7
4-{(S)-2-[(R)-2-((1R,2S,3S,5S,6R)-2-Acetylamino-3,5,6-trihydroxy-cyclohexyloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

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

2: H₂ / 10percent Pd/C / ethanol

3: N-hydroxysuccinimide, dicyclohexylcarbodimide

4: KOH, H₂O / dioxane

With potassium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; water; hydrogen; lithium tri-t-butoxyaluminum hydride; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; ethanol;
DOI:10.1021/jo00277a002