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

Base Information

Chemical Name: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
CAS No.:1332461-79-6
Molecular Formula:C₅₆H₆₄N₄O₅
Molecular Weight:873.148
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 3 articles about 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 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: 74.0%

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

: 1332461-72-9
C₁₉H₂₂O

: 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

Guidance literature:: With copper(II) sulfate; sodium L-ascorbate; In 1,4-dioxane; water; at 80 ℃; for 0.75h; Microwave irradiation;
DOI:10.1021/jo201125x

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 214041-43-7
(2R,3R,4S)-2,3,4,6-tetrakis(benzyloxy)-5-oxohexanal

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: sodium cyanoborohydride / Microwave irradiation

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

With sodium cyanoborohydride; copper(II) sulfate; sodium L-ascorbate; In 1,4-dioxane; water;
DOI:10.1021/jo201125x