2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

Base Information

Chemical Name:2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide
CAS No.:497227-08-4
Molecular Formula:C₅₂H₅₆N₄O₁₀
Molecular Weight:897.037
Hs Code.:

2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

Synonyms:2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

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Chemical Property of 2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

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Technology Process of 2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

There total 2 articles about 2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide 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:

: 497227-00-6
(6'-azido-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucopyranosyl)-ethanoic acid

: 497227-08-4
2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 53 percent / 1,3-diisopropylcarbodiimide; HOBt / tetrahydrofuran; CH₂Cl₂ / 22 h / 20 °C

2: 86 percent / Ph₃P; H₂O / tetrahydrofuran / 20 h / 20 °C

With water; benzotriazol-1-ol; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200210)2002:20<3411::AID-EJOC3411>3.0.CO;2-Q

Reference yield:

: 262286-59-9
5'-amino-2',3'-di-O-benzyl-5'-deoxy-uridine

: 497227-08-4
2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 53 percent / 1,3-diisopropylcarbodiimide; HOBt / tetrahydrofuran; CH₂Cl₂ / 22 h / 20 °C

2: 86 percent / Ph₃P; H₂O / tetrahydrofuran / 20 h / 20 °C

With water; benzotriazol-1-ol; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200210)2002:20<3411::AID-EJOC3411>3.0.CO;2-Q

Reference yield: 56.0%

: (2'-N-acetylamino-3',4',5'-tri-O-benzyl-2'-deoxy-α-D-glucopyranosyl)ethanoic acid

: 497227-08-4
2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

: C₈₃H₈₉N₅O₁₆

Guidance literature:: (2'-N-acetylamino-3',4',5'-tri-O-benzyl-2'-deoxy-α-D-glucopyranosyl)ethanoic acid; With TEA; isobutyl chloroformate; In dichloromethane; at -10 ℃; for 0.166667h;

2-((2R,3S,4R,5R,6R)-6-Aminomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-N-[(2R,3R,4R,5R)-3,4-bis-benzyloxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1002/1099-0690(200210)2002:20<3411::AID-EJOC3411>3.0.CO;2-Q