(2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

Base Information

Chemical Name:(2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine
CAS No.:1356037-04-1
Molecular Formula:C₂₁H₂₃NO₃S
Molecular Weight:369.485
Hs Code.:

Synonyms:(2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

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Chemical Property of (2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

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Technology Process of (2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

There total 7 articles about (2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine 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: 75.0%

: 1356036-89-9
(3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine

: 1356037-04-1
(2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; for 15h; Reflux; Inert atmosphere;
DOI:10.1002/ejoc.201101174

Reference yield:

: C₁₅H₁₉BrO₅S

: 1356037-04-1
(2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

Guidance literature:: Multi-step reaction with 4 steps

1: sodium periodate / methanol; water / 0.75 h / 0 - 20 °C

2: dichloromethane / 12 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

3: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 15 h / Reflux; Inert atmosphere

With sodium tetrahydroborate; sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In methanol; dichloromethane; water; toluene;
DOI:10.1002/ejoc.201101174

Reference yield:

: C₁₄H₁₅BrO₄S

: 1356037-04-1
(2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane / 12 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

2: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 15 h / Reflux; Inert atmosphere

With sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In methanol; dichloromethane; toluene;
DOI:10.1002/ejoc.201101174