Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

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Chemical Name:Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester
CAS No.:688321-45-1
Molecular Formula:C₂₉H₄₀N₄O₈S
Molecular Weight:604.725
Hs Code.:

Synonyms:Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

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Chemical Property of Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

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Technology Process of Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

There total 2 articles about Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl 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: 81.0%

: 124-63-0
methanesulfonyl chloride

: 688321-44-0
(2R,3S)-2-Azido-3-benzyloxy-3-[(4S,5R)-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-N,N-diethyl-propionamide

: 688321-45-1
Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

Guidance literature:: With pyridine; at 0 ℃; for 15h;
DOI:10.1016/j.tetlet.2004.01.144

Reference yield:

: 635678-93-2
2-azido-N,N-diethyl-4,5-O-isopropylidene-7-O-trityl-D-glycero-D-allo-heptonamide

: 688321-45-1
Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / NaH; TBAI / tetrahydrofuran / 144 h / 20 °C

2: 64 percent / TFA / CH₂Cl₂

3: 81 percent / pyridine / 15 h / 0 °C

With pyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2004.01.144

Reference yield: 9.0%

: 688321-45-1
Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

: (3aS,4S,5R,8R,8aR)-4,8-Bis-benzyloxy-2,2-dimethyl-hexahydro-1,3-dioxa-6-aza-azulene-5-carboxylic acid diethylamide

: Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-amino-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

Guidance literature:: Methanesulfonic acid (R)-2-[(4R,5S)-5-((1S,2R)-2-azido-1-benzyloxy-2-diethylcarbamoyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester; With triphenylphosphine; In dichloromethane; for 17h;

With potassium carbonate; In water; for 48h; Further stages.;
DOI:10.1016/j.tetlet.2004.01.144