Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester

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Chemical Name:Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester
CAS No.:847864-51-1
Molecular Formula:C₂₁H₂₆O₇S
Molecular Weight:422.499
Hs Code.:

Synonyms:Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester

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Chemical Property of Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester

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Technology Process of Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester

There total 7 articles about Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl 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: 83.0%

: 124-63-0
methanesulfonyl chloride

: 749875-18-1
(4S,5R)-4-[2-(4-Methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-ol

: 847864-51-1
Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester

Guidance literature:: With triethylamine; In dichloromethane; for 5h;
DOI:10.1016/j.tetlet.2004.05.151

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 847864-51-1
Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 86 percent / NaH / dimethylformamide / 6 h / 20 °C

2.1: PCC; CH₃COONa / CH₂Cl₂ / 6 h / 0 - 20 °C

2.2: 81 percent / tetrahydrofuran / 24 h / 20 °C

3.1: 92 percent / DIBAL-H / CH₂Cl₂ / 2 h / 0 - 20 °C

4.1: 72 percent / (-)-DIPT; t-BuOOH; Ti(OPr-i)4 / CH₂Cl₂ / 36 h / -25 °C

5.1: 89 percent / HClO₄ / dimethylsulfoxide; H₂O / 3 h / 0 °C

6.1: 65 percent / DMAP / CH₂Cl₂ / 20 °C

7.1: 83 percent / Et₃N / CH₂Cl₂ / 5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; perchloric acid; sodium acetate; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; triethylamine; pyridinium chlorochromate; In dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.2: Wittig reaction / 4.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetlet.2004.05.151

Reference yield:

: 158817-21-1
(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol

: 847864-51-1
Methanesulfonic acid (4S,5R)-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-phenyl-[1,3]dioxan-5-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / (-)-DIPT; t-BuOOH; Ti(OPr-i)4 / CH₂Cl₂ / 36 h / -25 °C

2: 89 percent / HClO₄ / dimethylsulfoxide; H₂O / 3 h / 0 °C

3: 65 percent / DMAP / CH₂Cl₂ / 20 °C

4: 83 percent / Et₃N / CH₂Cl₂ / 5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; perchloric acid; D-(-)-diisopropyl tartrate; triethylamine; In dichloromethane; water; dimethyl sulfoxide; 1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetlet.2004.05.151