1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside

Base Information

• Chemical Name: 1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside
• CAS No.: 259726-44-8
• Molecular Formula: C₂₅H₃₂O₆
• Molecular Weight: 428.525

Synonyms:1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside

Chemical Property of 1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside

Chemical Property:

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Technology Process of 1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside

There total 7 articles about 1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside 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: 93.1%

benzyl bromide (100-39-0) + tetra-(n-butyl)ammonium iodide (311-28-4) + 1-O-tert-Butyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-gluco-pyranoside (220033-94-3) → 1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside (259726-44-8)

Guidance literature:

With NaH; In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate;

Reference yield: 93.0%

benzyl bromide (100-39-0) + 1-O-tert-Butyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-gluco-pyranoside (220033-94-3) → 1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside (259726-44-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0960-894X(98)00575-7

Reference yield: 41.2%

water (7732-18-5) + 1-O-tert-Butyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-gluco-pyranoside (220033-94-3) → 1-O-tert-Butyl-2-O-benzyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-glucopyranoside (259726-44-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

upstream raw materials:

benzyl bromide

1-O-tert-Butyl-4,6-O-p-methoxybenzylidene-3-deoxy-β-L-gluco-pyranoside

p-Anisaldehyde dimethyl acetal

(2R,3S,5R,6S)-2-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

Downstream raw materials:

1-O-tert-Butyl-2-O-benzyl-3,6-dideoxy-6-azido-β-L-glucopyranoside

1-O-tert-Butyl-2-O-benzyl-4-O-isobutyl-3,6-dideoxy-6-azido-β-L-glucopyranoside

1-O-tert-Butyl-2-O-benzyl-4-O-p-methoxybenzyl-3,6-dideoxy-6-azido-β-L-glucopyranoside

(R)-2-((2R,3S,5R,6S)-6-Azidomethyl-3-benzyloxy-5-isobutoxy-tetrahydro-pyran-2-yl)-propionic acid tert-butyl ester

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