N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol

Base Information

Chemical Name:N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol
CAS No.:1332461-80-9
Molecular Formula:C₂₈H₄₀N₄O₅
Molecular Weight:512.649
Hs Code.:

Synonyms:N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol

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Chemical Property of N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol

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Technology Process of N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol

There total 4 articles about N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol 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: 45.0%

: 1332461-79-6
4-[4-(adamant-1-yl)phenoxymethyl]-1-[3-(2,3,4,6-tetra-O-benzyl-(1,5-dideoxy-1,5-imino-D-glucitol)-N-yl)propyl]-1,2,3-triazole

: 1332461-80-9
N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol

Guidance literature:: With hydrogenchloride; hydrogen; palladium(II) hydroxide; In methanol; water; at 20 ℃; for 18h; under 760.051 Torr;
DOI:10.1021/jo201125x

Reference yield:

: 1119249-25-0
N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

: 1332461-80-9
N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1: copper(II) sulfate; sodium L-ascorbate / 1,4-dioxane; water / 0.75 h / 80 °C / Microwave irradiation

2: hydrogenchloride; hydrogen; palladium(II) hydroxide / methanol; water / 18 h / 20 °C / 760.05 Torr

With hydrogenchloride; hydrogen; palladium(II) hydroxide; copper(II) sulfate; sodium L-ascorbate; In 1,4-dioxane; methanol; water;
DOI:10.1021/jo201125x

Reference yield:

: 78136-16-0,14233-48-8
2,3,4,6-tetra-O-benzyl-D-glucitol

: 1332461-80-9
N-(3-(4-(4-(adamantan-1-yl)phenoxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

1.2: -78 - 20 °C

2.1: sodium cyanoborohydride / Microwave irradiation

3.1: copper(II) sulfate; sodium L-ascorbate / 1,4-dioxane; water / 0.75 h / 80 °C / Microwave irradiation

4.1: hydrogenchloride; hydrogen; palladium(II) hydroxide / methanol; water / 18 h / 20 °C / 760.05 Torr

With hydrogenchloride; oxalyl dichloride; hydrogen; palladium(II) hydroxide; sodium cyanoborohydride; copper(II) sulfate; dimethyl sulfoxide; sodium L-ascorbate; In 1,4-dioxane; methanol; dichloromethane; water; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1021/jo201125x