methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside
CAS No.:173778-36-4
Molecular Formula:C₂₅H₃₂BrClO₆
Molecular Weight:543.882
Hs Code.:

Synonyms:methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

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Chemical Property of methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

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Technology Process of methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

There total 6 articles about methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside 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:

: 3254-16-8,4435-05-6,19189-54-9,29748-21-8,50801-29-1,64727-26-0,64727-27-1,65338-02-5,67672-68-8,78418-55-0,80877-03-8,103002-27-3,103002-29-5,132562-62-0
3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

: 173778-36-4
methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Na, MeOH, 2.) 2,6-lutidine, 3.) NaH

2: BF₃*Et₂O, TFA / CH₂Cl₂ / Ambient temperature

3: 100 percent / Na, MeOH

4: 81 percent / PPh₃, CCl₄ / pyridine / Ambient temperature

5: 1.) Br₂, 2.) N,N-dimethylaniline / 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h; room temperature, 24 h

With 2,6-dimethylpyridine; methanol; tetrachloromethane; boron trifluoride diethyl etherate; bromine; sodium; sodium hydride; N,N-dimethyl-aniline; triphenylphosphine; trifluoroacetic acid; In pyridine; dichloromethane;
DOI:10.1021/jo951194h

Reference yield:

: 100-44-7
benzyl chloride

: 173778-36-4
methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Na, MeOH, 2.) 2,6-lutidine, 3.) NaH

2: BF₃*Et₂O, TFA / CH₂Cl₂ / Ambient temperature

3: 100 percent / Na, MeOH

4: 81 percent / PPh₃, CCl₄ / pyridine / Ambient temperature

5: 1.) Br₂, 2.) N,N-dimethylaniline / 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h; room temperature, 24 h

With 2,6-dimethylpyridine; methanol; tetrachloromethane; boron trifluoride diethyl etherate; bromine; sodium; sodium hydride; N,N-dimethyl-aniline; triphenylphosphine; trifluoroacetic acid; In pyridine; dichloromethane;
DOI:10.1021/jo951194h

Reference yield:

: 57783-73-0,79218-74-9,81561-89-9,86172-90-9,79218-87-4
methyl 3,4-di-O-benzyl-α-D-mannopyranoside

: 173778-36-4
methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / PPh₃, CCl₄ / pyridine / Ambient temperature

2: 1.) Br₂, 2.) N,N-dimethylaniline / 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h; room temperature, 24 h

With tetrachloromethane; bromine; N,N-dimethyl-aniline; triphenylphosphine; In pyridine;
DOI:10.1021/jo951194h