(R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol

Base Information

• Chemical Name: (R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol
• CAS No.: 1233851-78-9
• Molecular Formula: C₂₄H₄₁NO₄Si
• Molecular Weight: 435.679
• Mol file: 1233851-78-9.mol

Synonyms:(R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol

Chemical Property of (R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol

There total 3 articles about (R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol 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:

C21H35NO4Si (1233851-77-8) + allyl bromide (106-95-6) → (R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol (1233851-78-9)

Guidance literature:

With zinc; In tetrahydrofuran; at 0 - 20 ℃; for 4h; stereoselective reaction;

DOI:10.1016/j.tetlet.2010.04.011

Reference yield:

5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose (217309-46-1) → (R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol (1233851-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium sulfate / methanol / Reflux; Molecular sieve

2: zinc / tetrahydrofuran / -15 - 20 °C

With sodium sulfate; zinc; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetasy.2011.07.009

Reference yield:

benzylamine (100-46-9) → (R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol (1233851-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium sulfate / methanol / Reflux; Molecular sieve

2: zinc / tetrahydrofuran / -15 - 20 °C

With sodium sulfate; zinc; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetasy.2011.07.009

upstream raw materials:

C₂₁H₃₅NO₄Si

allyl bromide

5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose

benzylamine

Downstream raw materials:

(S)-N-benzyl-1-((4S,5S)-5-((R)-3,3-diethyl-8,8,9,9-tetramethyl-4,7-dioxa-3,8-disiladecan-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-amine

benzyl benzyl((S)-1-((4S,5S)-5-((R)-3,3-diethyl-8,8,9,9-tetramethyl-4,7-dioxa-3,8-disiladecan-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-enyl)carbamate

benzyl benzyl((S)-1-((4S,5S)-5-((R)-3,3-diethyl-8,8,9,9-tetramethyl-4,7-dioxa-3,8-disiladecan-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-hydroxybutyl)carbamate

benzyl benzyl((S)-1-((4S,5S)-5-((R)-3,3-diethyl-8,8,9,9-tetramethyl-4,7-dioxa-3,8-disiladecan-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-(hydroxymethyl)but-3-enyl)carbamate