(3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

Base Information

Chemical Name:(3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole
CAS No.:220458-81-1
Molecular Formula:C₁₈H₂₄O₇S
Molecular Weight:384.45
Hs Code.:

Synonyms:(3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

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Chemical Property of (3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

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Technology Process of (3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

There total 1 articles about (3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 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%

: 91510-85-9
phenyl 2,3;5,6-di-O-isopropylidene-1-thio-α-D-mannofuranoside

: 220458-81-1
(3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 20h; Ambient temperature;
DOI:10.3987/com-98-8292

Reference yield: 86.0%

: 220458-81-1
(3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

: 220458-74-2
(2S,3R)-5-Benzenesulfonyl-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,3-dihydro-furan-3-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; -78 deg C, 1 h then r.t., 2 h;
DOI:10.3987/com-98-8292

Reference yield:

: 220458-81-1
(3aS,4R,6R,6aS)-4-Benzenesulfonyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

: (3aS,4R,6R,6aR)-4-Benzenesulfonyl-3-benzyl-6-methyl-tetrahydro-furo[3,4-d]oxazol-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 deg C, 1 h then r.t., 2 h

2: 85 percent / potassium t-butoxide / tetrahydrofuran / 0 deg C, 1 h then r.t., 20 h

3: H₅IO₆ / ethyl acetate / 3 h / Ambient temperature

4: 97 percent / NaBH₄ / aq. ethanol / 0 deg C, 15 min then r.t., 30 min

5: 78 percent / Ph₃P, iodine / toluene; CH₂Cl₂; pyridine / 4 h / 80 °C

6: Zn/Ag / tetrahydrofuran / 1 h / 65 °C

7: 33 mg / sodium borohydride / tetrahydrofuran; aq. ethanol / 0 deg C, 2 h then r.t., overnight

With sodium tetrahydroborate; n-butyllithium; potassium tert-butylate; iodine; silver; periodic acid; triphenylphosphine; zinc; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; ethyl acetate; toluene;
DOI:10.3987/com-98-8292