(3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one

Base Information

• Chemical Name: (3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one
• CAS No.: 1185841-66-0
• Molecular Formula: C₃₆H₄₆N₄O₅
• Molecular Weight: 614.785
• Mol file: 1185841-66-0.mol

Synonyms:(3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one

Chemical Property of (3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one

There total 7 articles about (3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one 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:

(2R)-allyl 5-(benzyloxycarbonylamino)-2-(10-(2,2-diphenylethyl)-2,2-dimethyl-4,11-dioxo-3,12-dioxa-5,10-diazapentadec-14-en-7-ylamino)pentanoate (1185841-64-8) → (3R,5R)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one (1185841-67-1) + (3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one (1185841-66-0)

Guidance literature:

(2R)-allyl 5-(benzyloxycarbonylamino)-2-(10-(2,2-diphenylethyl)-2,2-dimethyl-4,11-dioxo-3,12-dioxa-5,10-diazapentadec-14-en-7-ylamino)pentanoate; With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; Vacuum; Sealed tube;

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h;

Reference yield:

(2-oxobut-3-enyl)carbamic acid tert-butyl ester (121505-96-2) → (3R,5R)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one (1185841-67-1) + (3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one (1185841-66-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dichloromethane / 2 h / 20 °C

3.1: sodium tris(acetoxy)borohydride / dichloromethane / 24 h

4.1: 1,3-dimethylbarbituric acid / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / sealed

4.2: 0.5 h

With 1,3-dimethylbarbituric acid; sodium tris(acetoxy)borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane;

Reference yield:

tert-butyl 4-(2,2-diphenylethylamino)-2-oxobutylcarbamate (1185653-21-7) → (3R,5R)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one (1185841-67-1) + (3R,5S)-5-(N-Boc-aminomethyl)-3-(N-Cbz-3-aminopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one (1185841-66-0)

Guidance literature:

Multi-step reaction with 3 steps

2.1: sodium tris(acetoxy)borohydride / dichloromethane / 24 h

3.1: 1,3-dimethylbarbituric acid / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / sealed

3.2: 0.5 h

With 1,3-dimethylbarbituric acid; sodium tris(acetoxy)borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane;

upstream raw materials:

(2R)-allyl 5-(benzyloxycarbonylamino)-2-(10-(2,2-diphenylethyl)-2,2-dimethyl-4,11-dioxo-3,12-dioxa-5,10-diazapentadec-14-en-7-ylamino)pentanoate

BOC-glycine

2,2-Diphenylethylamine

tert-butyl N-{[methoxy(methyl)carbamoyl]methyl}carbamate

Downstream raw materials:

(3R,5S)-5-(N-Boc-aminomethyl)-3-(N,N'-Cbz₂-3-guanidinopropyl)-1-(2,2-diphenylethyl)-1,4-diazepan-2-one

C₂₈H₄₀N₄O₃