(1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane

Base Information

• Chemical Name: (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane
• CAS No.: 153861-52-0
• Molecular Formula: C₂₁H₂₇N₃OSi
• Molecular Weight: 365.55
• Mol file: 153861-52-0.mol

Synonyms:(1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane

Chemical Property of (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane

There total 6 articles about (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane 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:

Methanesulfonic acid (1R,2R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropylmethyl ester (1026675-20-6) → (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane (153861-52-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Yield given;

DOI:10.1021/jo00080a017

Reference yield:

(1E,4'S)-3-[(tert-Butyldiphenylsilyl)oxy]-1-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-propene (154001-54-4) → (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane (153861-52-0)

Guidance literature:

Multi-step reaction with 6 steps

1: diethylzinc / dichloromethane / 12 h / -23 - 0 °C

2: pyridinium p-toluenesulfonate / methanol / 5 h / Ambient temperature

3: sodium periodate / tetrahydrofuran; water / 0 °C

4: sodium tetrahydroborate / methanol / 0 °C

5: triethylamine / dichloromethane / 2 h / 0 °C

6: sodium azide / N,N-dimethyl-formamide / 2 h / 60 °C

With sodium tetrahydroborate; sodium periodate; sodium azide; diethylzinc; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00080a017

Reference yield:

(1R,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane (408348-31-2) → (1R,2R)-1-(Azidomethyl)-2-<<(tert-butyldiphenylsilyl)oxy>methyl>cyclopropane (153861-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 0 °C

2: triethylamine / dichloromethane / 2 h / 0 °C

3: sodium azide / N,N-dimethyl-formamide / 2 h / 60 °C

With sodium tetrahydroborate; sodium azide; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00080a017

upstream raw materials:

Methanesulfonic acid (1R,2R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropylmethyl ester

(1E,4'S)-3-[(tert-Butyldiphenylsilyl)oxy]-1-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-propene

(1R,2R)-2-<<(tert-Butyldiphenylsilyl)oxy>methyl>-1-(hydroxymethyl)cyclopropane

(1R,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane

Downstream raw materials:

(1R,2R)-1-<methyl>-2-carboxycyclopropane

[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-cyclopropylmethyl]-carbamic acid tert-butyl ester

((1R,2R)-2-Hydroxymethyl-cyclopropylmethyl)-carbamic acid tert-butyl ester

(2-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopropyl)methanamine