benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate

Base Information

• Chemical Name: benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate
• CAS No.: 1332640-35-3
• Molecular Formula: C₃₁H₄₅NO₆Si
• Molecular Weight: 555.787
• Mol file: 1332640-35-3.mol

Synonyms:benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate

Chemical Property of benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate

There total 4 articles about benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate 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: 98.0%

(R)-1-{(4R,5S)-5-[(S)-1-(benzylamino)allyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-(tert-butyldimethylsilyloxy)ethanol (1332640-34-2) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate (1332640-35-3)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.07.032

Reference yield:

C21H35NO4Si (1233851-77-8) → benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate (1332640-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran

1.2: 2 h / -78 - 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: sodium hydrogencarbonate / methanol / 1 h / 0 - 20 °C

With sodium hydrogencarbonate; magnesium; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetlet.2011.07.032

Reference yield:

benzylamine (100-46-9) → benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)allyl)carbamate (1332640-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / Reflux

2.1: magnesium / tetrahydrofuran

2.2: 2 h / -78 - 20 °C / Inert atmosphere

2.3: Inert atmosphere

3.1: sodium hydrogencarbonate / methanol / 1 h / 0 - 20 °C

With sodium hydrogencarbonate; magnesium; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetlet.2011.07.032

upstream raw materials:

C₂₁H₃₅NO₄Si

(R)-1-{(4R,5S)-5-[(S)-1-(benzylamino)allyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-(tert-butyldimethylsilyloxy)ethanol

benzyl chloroformate

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

Downstream raw materials:

benzyl benzyl((S)-1-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl)carbamate

3-benzyl-4-((4S,5R)-5-((R)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)oxazolidin-2-one

(S)-3-benzyl-4-((4S,5R)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-oxazolidin-2-one

(S)-3-benzyl-4-((4S,5R)-2,2-dimethyl-5-((Z)-tetradec-1-enyl)-1,3-dioxolan-4-yl)oxa-zolidin-2-one