[(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl ester
• CAS No.: 134716-70-4
• Molecular Formula: C₂₅H₄₅NO₄Si₂
• Molecular Weight: 479.808
• Mol file: 134716-70-4.mol

Synonyms:

Chemical Property of [(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl ester

There total 6 articles about [(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl 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:

Feist's acid (499-02-5) → [(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl ester (134716-70-4)

Guidance literature:

Multi-step reaction with 6 steps

1: diisobutylaluminum hydride

2: imidazole

3: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) H₂O₂, NaOH

4: (COCl₂)2, Me₂SO

5: KMnO₄ / 2-methyl-propan-2-ol

6: diphenylphosphoryl azide (DPPA), Et₃N

With 1H-imidazole; sodium hydroxide; potassium permanganate; 9-borabicyclo[3.3.1]nonane dimer; (COCl₂)2; diphenylphosphoranyl azide; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tert-butyl alcohol;

DOI:10.1039/c39920000128

Reference yield:

(+/-)-(trans-3-methylidenecyclopropane-1,2-diyl)dimethanol (57476-07-0,57476-08-1,57637-10-2,139891-19-3) → [(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl ester (134716-70-4)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole

2: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) H₂O₂, NaOH

3: (COCl₂)2, Me₂SO

4: KMnO₄ / 2-methyl-propan-2-ol

5: diphenylphosphoryl azide (DPPA), Et₃N

With 1H-imidazole; sodium hydroxide; potassium permanganate; 9-borabicyclo[3.3.1]nonane dimer; (COCl₂)2; diphenylphosphoranyl azide; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In tert-butyl alcohol;

DOI:10.1039/c39920000128

Reference yield:

[(2R,3R)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-methanol (134744-07-3,139891-27-3) → [(2S,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-carbamic acid benzyl ester (134716-70-4)

Guidance literature:

Multi-step reaction with 3 steps

1: (COCl₂)2, Me₂SO

2: KMnO₄ / 2-methyl-propan-2-ol

3: diphenylphosphoryl azide (DPPA), Et₃N

With potassium permanganate; (COCl₂)2; diphenylphosphoranyl azide; dimethyl sulfoxide; triethylamine; In tert-butyl alcohol;

DOI:10.1039/c39920000128

upstream raw materials:

benzyl alcohol

Feist's acid

(+/-)-(trans-3-methylidenecyclopropane-1,2-diyl)dimethanol

[(2R,3R)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopropyl]-methanol