1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

Base Information

Chemical Name:1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose
CAS No.:1374561-97-3
Molecular Formula:C₅₃H₅₆BrN₃O₉Si
Molecular Weight:987.032
Hs Code.:

1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

Synonyms:1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

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Chemical Property of 1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

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Technology Process of 1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

There total 7 articles about 1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose 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: 98.0%

: 1314746-13-8
1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-β-L-idopyranose

: 1374561-97-3
1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

Guidance literature:: With methanol; sodium methylate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ja302640p

Reference yield:

: 1374562-16-9
C₃₁H₂₆BrN₃O₆

: 1374561-97-3
1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

Guidance literature:: Multi-step reaction with 6 steps

1.1: borane-THF; copper(II) bis(trifluoromethanesulfonate) / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / 24 h / Inert atmosphere; Cooling with ice

3.1: methanol; ammonia / tetrahydrofuran / 24 h / 0 °C

4.1: potassium carbonate / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

5.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

5.2: 2 h / -78 - 0 °C / Molecular sieve; Inert atmosphere

6.1: methanol; sodium methylate / dichloromethane / 1 h / 20 °C / Inert atmosphere

With methanol; dmap; borane-THF; ammonia; sodium methylate; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja302640p

Reference yield:

: C₄₀H₄₂BrN₃O₅Si

: 1374561-97-3
1,6-anhydro-4-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-β-L-idopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 2 h / -78 - 0 °C / Molecular sieve; Inert atmosphere

3.1: methanol; sodium methylate / dichloromethane / 1 h / 20 °C / Inert atmosphere

With methanol; sodium methylate; potassium carbonate; In dichloromethane;
DOI:10.1021/ja302640p