1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

Base Information

Chemical Name:1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol
CAS No.:1644077-55-3
Molecular Formula:C₂₈H₄₀N₄O₉S₂
Molecular Weight:640.779
Hs Code.:

Synonyms:1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

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Chemical Property of 1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

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Technology Process of 1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

There total 4 articles about 1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol 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: 92.0%

propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside: 1310060-46-8
propargyl 3-(p-toluenesulfonamido)-4,6-di-O-acetyl-2,3-dideoxy-α-D-allohexopyranoside

: 1374529-17-5
6-azido-S-acetyl-hexan-1-thiol

: 1644077-55-3
1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In N,N-dimethyl-formamide; at 70 ℃; for 0.25h; regioselective reaction; Sealed tube; Microwave irradiation;
DOI:10.3762/bjoc.10.134

Reference yield:

: 70-55-3
toluene-4-sulfonamide

: 1644077-55-3
1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 0.33 h / 20 °C / Inert atmosphere

2: copper(ll) sulfate pentahydrate; sodium L-ascorbate / N,N-dimethyl-formamide / 0.25 h / 70 °C / Sealed tube; Microwave irradiation

With copper(ll) sulfate pentahydrate; boron trifluoride diethyl etherate; sodium L-ascorbate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2: |Huisgen Cycloaddition;
DOI:10.3762/bjoc.10.134

Reference yield:

: 2873-29-2
D-glucal triacetate

: 1644077-55-3
1-(6'-acetylthiohexyl)-4-(3''-p-toluenesulfonamido-4'',6''-di-O-acetyl-2'',3''-dideoxy-α-D-allopyranosyloxymethyl)-1H-1,2,3-triazol

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 0.33 h / 20 °C / Inert atmosphere

2: copper(ll) sulfate pentahydrate; sodium L-ascorbate / N,N-dimethyl-formamide / 0.25 h / 70 °C / Sealed tube; Microwave irradiation

With copper(ll) sulfate pentahydrate; boron trifluoride diethyl etherate; sodium L-ascorbate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2: |Huisgen Cycloaddition;
DOI:10.3762/bjoc.10.134