(4aR,7aS)-tert-butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate

Base Information

• Chemical Name: (4aR,7aS)-tert-butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate
• CAS No.: 694439-03-7
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.27286
• Mol file: 694439-03-7.mol

Synonyms:(4aR,7aS)-tert-butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate;(4aR,7aS)-rel-tert-Butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate;tert-butyl (4aR,7aS)-2,3,4a,5,7,7a-hexahydro-[1,4]dioxino[2,3-c]pyrrole-6-carboxylate;tert-butyl (4aR,7aS)-hexahydro-6H-[1,4] dioxino[2,3-c]pyrrole-6-carboxylate

Chemical Property of (4aR,7aS)-tert-butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate

Chemical Property:

• Boiling Point: 315.7±37.0 °C(Predicted)
• PKA: -0.98±0.20(Predicted)
• PSA: 48.00000
• Density: 1.140±0.06 g/cm3(Predicted)
• LogP: 0.95900
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(4aR,7aS)-rel-tert-Butyltetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate 98% ^*data from reagent suppliers

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Technology Process of (4aR,7aS)-tert-butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate

There total 4 articles about (4aR,7aS)-tert-butyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate 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: 50.0%

rac-tert-butyl (3R,4S)-3,4-dihydroxypyrrolidine-1-carboxylate (186393-22-6) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → tert-butyl (4aR,7aS)-hexahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6-carboxylate (694439-03-7)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; at 55 ℃; for 16.5h; Inert atmosphere;

Reference yield: 50.0%

S,S-3,4-dihydroxypyrrolidine-1-carboxylic acid tert-butyl ester (150986-62-2,90481-33-7,186393-22-6) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → tert-butyl (4aS,7aS)-hexahydro-6H-[1,4]dioxino[2,3-c]pyrrolidine-6-carboxylate (694439-03-7)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; at 55 ℃; for 16.5h; Inert atmosphere;

Reference yield:

C11H21NO5 → C11H19NO4 + tert-butyl (4aR,7aS)-hexahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6-carboxylate (694439-03-7)

Guidance literature:

C₁₁H₂₁NO₅; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h;

With p-toluenesulfonyl chloride; In tetrahydrofuran; at 20 ℃; for 2h;

With potassium tert-butylate; In tetrahydrofuran; for 1h;

DOI:10.1055/s-0037-1610195

upstream raw materials:

1-tert-butoxycarbonyl-3,4-epoxypyrrolidine

rac-tert-butyl (3R,4S)-3,4-dihydroxypyrrolidine-1-carboxylate

1,2-dichloro-ethane

S,S-3,4-dihydroxypyrrolidine-1-carboxylic acid tert-butyl ester

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