Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester
CAS No.:921202-89-3
Molecular Formula:C₁₉H₂₅N₃O₈S
Molecular Weight:455.489
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester

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Chemical Property of Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester

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Technology Process of Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester

There total 13 articles about Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester 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%

: 921202-84-8
C₂₆H₃₂O₁₁S₂

: 921202-89-3
Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; for 0.833333h;
DOI:10.1021/jo061904r

Reference yield:

: 921202-75-7
(3aR,3bR,7aR,8aR)-3b-(2-Benzyloxy-ethyl)-2,2-dimethyl-3a,5,7a,8a-tetrahydro-3bH-[1,3]dioxolo[4,5]furo[3,2-b]pyran

: 921202-89-3
Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂O; 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 2.5 h / 20 °C

2: hydrogen / Pd(OH)2/C / ethyl acetate / 2 h / 20 °C / 760 Torr

3: 414 mg / pyridine / -20 °C

4: 96 percent / NaN₃ / dimethylformamide / 0.83 h / 90 °C

With pyridine; osmium(VIII) oxide; sodium azide; water; hydrogen; 4-methylmorpholine N-oxide; palladium dihydroxide; In ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1021/jo061904r

Reference yield:

: 921202-70-2
(3aR,5R,6R,6aR)-6-Allyloxy-6-(2-benzyloxy-ethyl)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxole

: 921202-89-3
Toluene-4-sulfonic acid (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-azido-ethyl)-6-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-7-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / Grubbs first-generation catalyst / CH₂Cl₂ / 20 °C

2: H₂O; 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 2.5 h / 20 °C

3: hydrogen / Pd(OH)2/C / ethyl acetate / 2 h / 20 °C / 760 Torr

4: 414 mg / pyridine / -20 °C

5: 96 percent / NaN₃ / dimethylformamide / 0.83 h / 90 °C

With pyridine; osmium(VIII) oxide; sodium azide; water; hydrogen; 4-methylmorpholine N-oxide; palladium dihydroxide; Grubbs catalyst first generation; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1021/jo061904r