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

Base Information

• Chemical Name: Methanesulfonic acid (S)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester
• CAS No.: 115689-99-1
• Molecular Formula: C₁₅H₂₂O₆S
• Molecular Weight: 330.402
• Mol file: 115689-99-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about Methanesulfonic acid (S)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-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: 99.0%

2-O-benzyl-3,4-O-isopropylidene-L-threitol (84379-53-3) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (S)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester (115689-99-1)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1016/S0957-4166(02)00223-9

Reference yield:

benzaldehyde (100-52-7) → Methanesulfonic acid (R)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester (115689-97-9,115689-99-1,116405-03-9,116499-63-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 58 percent / p-TsOH (H₂O) / toluene / 8 h / Heating

2: 65 percent / LiAlH₄-AlCl₃ / diethyl ether; CH₂Cl₂ / 3 h / Ambient temperature

3: 80 percent / p-TsOH (H₂O) / benzene / 3 h / Heating

4: 13.11 g / Et₃N / benzene / 1 h / Ambient temperature

With lithium aluminium tetrahydride; aluminium trichloride; toluene-4-sulfonic acid; triethylamine; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; toluene; benzene;

DOI:10.1248/cpb.37.2379

Reference yield:

dl-2-O-benzylerythritol (84379-51-1,84379-52-2,124909-02-0,127000-44-6) → Methanesulfonic acid (R)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester (115689-97-9,115689-99-1,116405-03-9,116499-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / p-TsOH (H₂O) / benzene / 3 h / Heating

2: 13.11 g / Et₃N / benzene / 1 h / Ambient temperature

With triethylamine; toluene-4-sulfonic acid; In benzene;

DOI:10.1248/cpb.37.2379

upstream raw materials:

2-O-benzyl-3,4-O-isopropylidene-L-threitol

methanesulfonyl chloride

benzyl bromide

methyl (2R,3S)-2-benzyloxy-3,4-O-isopropylidene-3,4-dihydroxybutanoate

Downstream raw materials:

<4S,4(1S)>-4-(1-Benzyloxy-2-iodoethyl)-2,2-dimethyl-1,3-dioxolane

(2S,3S)-4-azido-3-benzyloxy-1,2-O-isopropylidene-1,2-butanediol

(2S)-3-azido-2-benzyloxypropanal

dimethyl (1S,2S)-3-azido-2-benzyloxy-1-hydroxypropylphosphonate