4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

Base Information

Chemical Name:4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide
CAS No.:162147-40-2
Molecular Formula:C₄₇H₅₀BrNO₉
Molecular Weight:852.819
Hs Code.:

4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

Synonyms:4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

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Chemical Property of 4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

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Technology Process of 4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

There total 7 articles about 4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide 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: 75.0%

: 162147-39-9
4-Benzyloxy-6-[hydroxy-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

: 162147-40-2
4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

Guidance literature:: With potassium carbonate; triphenylphosphine dibromide 1:1 addition complex; In dichloromethane;
DOI:10.1016/0040-4039(94)02245-7

Reference yield:

: 4356-80-3,34212-64-1,40653-32-5,53008-65-4,68027-27-0,73111-53-2,128184-63-4,138794-99-7,55094-38-7,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside

: 162147-40-2
4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / Swern oxid.

2: 70 percent / s-BuLi, TMEDA / tetrahydrofuran

3: 75 percent / Ph₃PBr₂, K₂CO₃ / CH₂Cl₂

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; potassium carbonate; triphenylphosphine dibromide 1:1 addition complex; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4039(94)02245-7

Reference yield:

: 100-39-0
benzyl bromide

: 162147-40-2
4-Benzyloxy-6-[bromo-((2S,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / NaH / dimethylformamide

2: 95 percent / TBAF / tetrahydrofuran

3: 96 percent / Swern oxid.

4: 70 percent / s-BuLi, TMEDA / tetrahydrofuran

5: 75 percent / Ph₃PBr₂, K₂CO₃ / CH₂Cl₂

With N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; sec.-butyllithium; sodium hydride; potassium carbonate; triphenylphosphine dibromide 1:1 addition complex; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)02245-7