Carbamic acid, [(S)-[(1S,2S)-2-(aminomethyl)cyclopropyl](4-methyl-2,6,7-trioxabicyclo[ 2.2.2]oct-1-yl)methyl]-, phenylmethyl ester

Base Information

• Chemical Name: Carbamic acid, [(S)-[(1S,2S)-2-(aminomethyl)cyclopropyl](4-methyl-2,6,7-trioxabicyclo[ 2.2.2]oct-1-yl)methyl]-, phenylmethyl ester
• CAS No.: 561326-86-1
• Molecular Formula: C₁₉H₂₆N₂O₅
• Molecular Weight: 362.426
• Mol file: 561326-86-1.mol

Synonyms:

Chemical Property of Carbamic acid, [(S)-[(1S,2S)-2-(aminomethyl)cyclopropyl](4-methyl-2,6,7-trioxabicyclo[ 2.2.2]oct-1-yl)methyl]-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(S)-[(1S,2S)-2-(aminomethyl)cyclopropyl](4-methyl-2,6,7-trioxabicyclo[ 2.2.2]oct-1-yl)methyl]-, phenylmethyl ester

There total 2 articles about Carbamic acid, [(S)-[(1S,2S)-2-(aminomethyl)cyclopropyl](4-methyl-2,6,7-trioxabicyclo[ 2.2.2]oct-1-yl)methyl]-, phenylmethyl ester 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:

[(S)-((1S,2S)-2-Azidomethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester (561324-07-0) → [(S)-((1S,2S)-2-Aminomethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester (561326-86-1)

Guidance literature:

[(S)-((1S,2S)-2-Azidomethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester; With triphenylphosphine; In dichloromethane; at 20 ℃; for 24h;

With water; In dichloromethane; for 5h; Heating;

DOI:10.1016/S0968-0896(02)00554-0

Reference yield:

[(S)-((1S,2S)-2-Hydroxymethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester (420130-97-8) → [(S)-((1S,2S)-2-Aminomethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester (561326-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / Ph₃P; DEAD; hydrazoic acid / CH₂Cl₂; benzene / 0 - 20 °C

2.1: Ph₃P / CH₂Cl₂ / 24 h / 20 °C

2.2: H₂O / CH₂Cl₂ / 5 h / Heating

With hydrogen azide; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; benzene; 1.1: Mitsunobu reaction / 2.1: Staudinger reduction;

DOI:10.1016/S0968-0896(02)00554-0

Reference yield:

S-(2-naphthylmethyl)thioacetimidate hydrobromide + [(S)-((1S,2S)-2-Aminomethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester (561326-86-1) → [(S)-[(1S,2S)-2-(Acetimidoylamino-methyl)-cyclopropyl]-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester; hydrobromide

Guidance literature:

In ethanol; at 0 ℃; for 6h;

DOI:10.1016/S0968-0896(02)00554-0

upstream raw materials:

[(S)-((1S,2S)-2-Azidomethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester

[(S)-((1S,2S)-2-Hydroxymethyl-cyclopropyl)-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-methyl]-carbamic acid benzyl ester