N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

Base Information

Chemical Name:N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine
CAS No.:452915-22-9
Molecular Formula:C₅₃H₅₇NO₈
Molecular Weight:836.037
Hs Code.:

Synonyms:N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

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Chemical Property of N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

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Technology Process of N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

There total 5 articles about N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine 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: 63.0%

: 100-39-0
benzyl bromide

: 452915-25-2
N-(tert-butoxycarbonyl)-[6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

: 452915-22-9
N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

Guidance literature:: N-(tert-butoxycarbonyl)-[6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine; With potassium hydroxide; 18-crown-6 ether; In tetrahydrofuran; for 0.25h;

benzyl bromide; In tetrahydrofuran; at 20 ℃; Further stages.;
DOI:10.1021/ol026126d

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 452915-22-9
N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 62.4 g / tetrahydrofuran; H₂O / 20 °C

2.1: 78 percent / triethylamine; 4-(dimethylamino)pyridine / dimethylformamide / 20 °C

3.1: KOH; 18-crown-6 / tetrahydrofuran / 0.25 h

3.2: 63 percent / tetrahydrofuran / 20 °C

With dmap; potassium hydroxide; 18-crown-6 ether; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/ol026126d

Reference yield:

: 87508-16-5
1-amino-2,6-anhydro-1-deoxy-D-glycero-D-gulo-heptitol

: 452915-22-9
N-tert-butoxycarbonyl-[2,3,4-tri-O-benzyl-6-O-(4-methoxytrityl)-β-D-glucopyranosyl]methylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 62.4 g / tetrahydrofuran; H₂O / 20 °C

2.1: 78 percent / triethylamine; 4-(dimethylamino)pyridine / dimethylformamide / 20 °C

3.1: KOH; 18-crown-6 / tetrahydrofuran / 0.25 h

3.2: 63 percent / tetrahydrofuran / 20 °C

With dmap; potassium hydroxide; 18-crown-6 ether; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/ol026126d