1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol

Base Information

• Chemical Name: 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol
• CAS No.: 277744-72-6
• Molecular Formula: C₇₄H₇₀O₈
• Molecular Weight: 1087.37

Synonyms:1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol

Chemical Property of 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol

Chemical Property:

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Technology Process of 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol

There total 3 articles about 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol 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: 96.0%

benzyl bromide (100-39-0) + 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-D-glucitol (277744-69-1) → 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol (277744-72-6)

Guidance literature:

1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-D-glucitol; With sodium hydride; In tetrahydrofuran; at 0 ℃;

benzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; for 17h;

DOI:10.1016/S0040-4020(99)01102-3

Reference yield:

D-sorbitol (50-70-4) → 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol (277744-72-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / DMAP; pyridine / 0 - 20 °C

2: 85 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

With pyridine; dmap; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo062159l

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → 1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-2,3,4,5-tetra-O-benzyl-D-glucitol (277744-72-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / DMAP; pyridine / 0 - 20 °C

2: 85 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

With pyridine; dmap; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo062159l

upstream raw materials:

benzyl bromide

1,6-di-O-[(4-methoxyphenyl)-diphenylmethyl]-D-glucitol

D-sorbitol

mono-4-methoxytrityl chloride

Downstream raw materials:

(3R,4R,5R,6R)-3,4,5,6-tetra(benzoyloxy)-1,7-octadiene

(3R,4R,5R,6S)-3,4,5,6-tetra(benzoyloxy)-1,7-octadiene

2,3,4,5-tetra-O-benzyl-D-gluco-hexodialdose

(3R,4R,5R,6S)-3,4,5,6-tetra(benzyloxy)-cyclohexene

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