(2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine

Base Information

Chemical Name:(2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine
CAS No.:886847-27-4
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:(2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine

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Chemical Property of (2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine

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Technology Process of (2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine

There total 12 articles about (2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine 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%

: 886847-21-8
(3aR,5R,6S,6aR)-benzyl-[6-(2-bromo-benzyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]-amine

: 886847-27-4
(2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine

Guidance literature:: With potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 90 ℃; for 16h;
DOI:10.1021/jo052420i

Reference yield: 55.0%

: 886847-26-3
(3aR,5R,6S,6aR)-benzyl-[6-(2-iodo-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl]-amine

: 886847-27-4
(2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine

Guidance literature:: With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 90 ℃; for 16h;
DOI:10.1021/jo052420i

Reference yield:

: (3aR,5S,6S,6aR)-6-(2-Bromo-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde

: 886847-27-4
(2R,3R,3aS,11aR)-10-benzyl-2,3-isopropylidenedioxy-3,3a,5,10,11,11a-hexahydro-2H-furo[3,2-c][1,5]benzoxazocine

Guidance literature:: Multi-step reaction with 3 steps

1: CH₂Cl₂ / 12 h / 20 °C

2: NaBH₄ / CH₂Cl₂; methanol / 3 h / 0 - 20 °C

3: 75 percent / K₂CO₃; KO-tBu; +/-BINAP / Pd₂(dba)3 / toluene / 16 h / 90 °C

With sodium tetrahydroborate; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In methanol; dichloromethane; toluene;
DOI:10.1021/jo052420i