(2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine

Base Information

• Chemical Name: (2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine
• CAS No.: 1224702-52-6
• Molecular Formula: C₂₇H₃₄N₂O₅
• Molecular Weight: 466.577
• Mol file: 1224702-52-6.mol

Synonyms:(2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine

Chemical Property of (2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine

There total 2 articles about (2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine 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%

(3aR,5R,6S,6aR)-5-(benzylaminomethyl)-6-[(2-bromobenzyl)(tert-butoxycarbonyl)amino]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole (1224702-39-9) → (2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine (1224702-52-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; for 17h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.200901472

Reference yield: 66.0%

(3aR,5R,6S,6aR)-5-(benzylaminomethyl)-6-[(2-iodobenzyl)(tert-butoxycarbonyl)amino]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole (1224702-40-2) → (2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine (1224702-52-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In toluene; for 19h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.200901472

Reference yield:

(2R,3R,3aS,11aR)-10-benzyl-4-(tert-butoxycarbonyl)-2,3-(isopropylidenedioxy)-3a,4,5,10,11,11a-hexahydrofuro[3,2-b][1,5]benzodiazocine (1224702-52-6) → C19H22N2O3

Guidance literature:

With sulfuric acid; In water; acetonitrile; at 20 ℃; for 36h;

DOI:10.1002/ejoc.200901472

upstream raw materials:

(3aR,5R,6S,6aR)-5-(benzylaminomethyl)-6-[(2-bromobenzyl)(tert-butoxycarbonyl)amino]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

(3aR,5R,6S,6aR)-5-(benzylaminomethyl)-6-[(2-iodobenzyl)(tert-butoxycarbonyl)amino]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole