6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate

Base Information

Chemical Name:6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate
CAS No.:582322-07-4
Molecular Formula:C₃₀H₃₄O₈
Molecular Weight:522.595
Hs Code.:

Synonyms:6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate

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Chemical Property of 6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate

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Technology Process of 6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate

There total 6 articles about 6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate 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%

: 64-19-7,77671-22-8
acetic acid

: 582322-06-3
4-methylphenyl (S)-6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-1-thio-β-D-glucopyranoside

: 582322-07-4
6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate

Guidance literature:: With N-iodo-succinimide; In diethyl ether; 1,2-dichloro-ethane; at 20 ℃; for 0.5h;
DOI:10.1248/cpb.51.100

Reference yield:

: 1152-39-2
p-methylphenyl 1-thio-β-D-glucopyranoside

: 582322-07-4
6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / p-TsOH / acetonitrile / 20 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: 76 percent / dimethylformamide / 20 h / 20 °C

3.1: 94 percent / NaBH₃CN; molecular sieves; trifluoroacetic acid / dimethylformamide / 20 h / 20 °C

4.1: 98 percent / N-iodosuccinimide / diethyl ether; 1,2-dichloro-ethane / 0.5 h / 20 °C

With N-iodo-succinimide; molecular sieve; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.51.100

Reference yield:

: 28244-94-2,28244-99-7,86782-41-4,131488-65-8
p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

: 582322-07-4
6-O-[(4-methoxyphenyl)methyl]-2,3-bis-O-(phenylmethyl)-D-glucopyranose-1-acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOMe / methanol / 1 h / 20 °C

2.1: 96 percent / p-TsOH / acetonitrile / 20 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 76 percent / dimethylformamide / 20 h / 20 °C

4.1: 94 percent / NaBH₃CN; molecular sieves; trifluoroacetic acid / dimethylformamide / 20 h / 20 °C

5.1: 98 percent / N-iodosuccinimide / diethyl ether; 1,2-dichloro-ethane / 0.5 h / 20 °C

With N-iodo-succinimide; molecular sieve; sodium methylate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.51.100