O⁵,O⁶-diacetyl-O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-α-D-glucofuranose

Base Information

• Chemical Name: O⁵,O⁶-diacetyl-O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-α-D-glucofuranose
• CAS No.: 16848-24-1
• Molecular Formula: C₂₀H₂₆O₁₀S
• Molecular Weight: 458.486

Synonyms:O⁵,O⁶-diacetyl-O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-α-D-glucofuranose

Chemical Property of O⁵,O⁶-diacetyl-O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-α-D-glucofuranose

Chemical Property:

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Technology Process of O⁵,O⁶-diacetyl-O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-α-D-glucofuranose

There total 2 articles about O⁵,O⁶-diacetyl-O¹,O²-isopropylidene-O³-(toluene-4-sulfonyl)-α-D-glucofuranose 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: 83.0%

acetic anhydride (108-24-7) + 1,2:5,6-di-O-isopropylidene-3-O-tosyl-α-D-glucofuranoside (3253-75-6) → O5,O6-diacetyl-O1,O2-isopropylidene-O3-(toluene-4-sulfonyl)-α-D-glucofuranose (16848-24-1)

Guidance literature:

bismuth(lll) trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2008.02.163

Reference yield:

acetic anhydride (108-24-7) + (3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate (2946-01-2) → O5,O6-diacetyl-O1,O2-isopropylidene-O3-(toluene-4-sulfonyl)-α-D-glucofuranose (16848-24-1)

Guidance literature:

With pyridine;

Reference yield: 87.0%

acetic anhydride (108-24-7) + O5,O6-diacetyl-O1,O2-isopropylidene-O3-(toluene-4-sulfonyl)-α-D-glucofuranose (16848-24-1) → C24H32O13S (1028945-26-7)

Guidance literature:

bismuth(lll) trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2008.02.163

upstream raw materials:

acetic anhydride

(3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate

1,2:5,6-di-O-isopropylidene-3-O-tosyl-α-D-glucofuranoside

Downstream raw materials:

C₂₄H₃₂O₁₃S

C₂₁H₂₆O₁₂S

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