dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside
CAS No.:304453-38-1
Molecular Formula:C₃₆H₄₇Cl₂NO₈S
Molecular Weight:724.743
Hs Code.:

Synonyms:dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

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Chemical Property of dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

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Technology Process of dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

There total 7 articles about dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-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: 80.0%

: 304453-36-9
dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside

: 304453-38-1
dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; acetonitrile; at 0 ℃; for 2h;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 304453-38-1
dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: CSA / dimethylformamide / 5 h / 20 °C / 20 Torr

2: DMAP; pyridine / dimethylformamide / 12 h / 20 °C

3: 80 percent / NaBH₃CN; Me₃SiCl; 3 Angstroem molecular sieves / tetrahydrofuran; acetonitrile / 2 h / 0 °C

With pyridine; dmap; chloro-trimethyl-silane; 3 A molecular sieve; camphor-10-sulfonic acid; sodium cyanoborohydride; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1: Condensation / 2: Acetylation / 3: Reduction;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q

Reference yield:

: 175229-70-6,308796-43-2
1-acetoxy-3,4,6-tri-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

: 304453-38-1
dodecyl 3-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-4-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 20 °C

2: NaOMe / methanol; CH₂Cl₂ / 0.5 h / 20 °C

3: CSA / dimethylformamide / 5 h / 20 °C / 20 Torr

4: DMAP; pyridine / dimethylformamide / 12 h / 20 °C

5: 80 percent / NaBH₃CN; Me₃SiCl; 3 Angstroem molecular sieves / tetrahydrofuran; acetonitrile / 2 h / 0 °C

With pyridine; dmap; chloro-trimethyl-silane; 3 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; sodium cyanoborohydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Hydrolysis / 3: Condensation / 4: Acetylation / 5: Reduction;
DOI:10.1002/1522-2675(20000809)83:8<1901::AID-HLCA1901>3.0.CO;2-Q