(S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate
• CAS No.: 131446-96-3
• Molecular Formula: C₂₁H₂₆O₆S
• Molecular Weight: 406.5
• Mol file: 131446-96-3.mol

Synonyms:(S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate

Chemical Property of (S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate

There total 3 articles about (S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate 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:

(2R,3R)-diethyl 2-(benzyloxy)-3-hydroxysuccinate (119770-87-5,104211-01-0) → (S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate (131446-96-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / POCl₃ / CH₂Cl₂

2: 91 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 86 percent / PPTS / 1,2-dichloro-ethane / 60 °C

4: 100 percent / TEA; DMAP / CH₂Cl₂

With dmap; lithium aluminium tetrahydride; TEA; pyridinium p-toluenesulfonate; trichlorophosphate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(00)02281-4

Reference yield:

(2S,3S)-2-Benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-butane-1,4-diol (333788-78-6) → (S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate (131446-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / PPTS / 1,2-dichloro-ethane / 60 °C

2: 100 percent / TEA; DMAP / CH₂Cl₂

With dmap; TEA; pyridinium p-toluenesulfonate; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(00)02281-4

Reference yield:

(2R,3R)-2-Benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-succinic acid diethyl ester (333788-77-5) → (S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate (131446-96-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / LiAlH₄ / tetrahydrofuran / 0 °C

2: 86 percent / PPTS / 1,2-dichloro-ethane / 60 °C

3: 100 percent / TEA; DMAP / CH₂Cl₂

With dmap; lithium aluminium tetrahydride; TEA; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(00)02281-4

upstream raw materials:

(2R,3R)-diethyl 2-(benzyloxy)-3-hydroxysuccinate

(2S,3S)-2-Benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-butane-1,4-diol

(2R,3R)-2-Benzyloxy-3-(1-methoxy-1-methyl-ethoxy)-succinic acid diethyl ester

Downstream raw materials:

(S)-4-((S)-1-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolane

4-[1-benzyloxy-(1S)-heptyl]-2,2-dimethyl-(4S)-1,3-dioxolane

methyl <3S,5R,5(1S)>-N-benzyl-5-<1-(benzyloxy)pentyl>isoxazolidine-3-carboxylate

(6S,8R,9S)-6-(Dibenzylamino)-9-(benzyloxy)-2,2-ethylenedioxy-8-hydroxytridecane