Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester
CAS No.:128790-96-5
Molecular Formula:C₁₅H₂₀O₅S₂
Molecular Weight:344.453
Hs Code.:

Synonyms:Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

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Chemical Property of Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

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Technology Process of Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

There total 1 articles about Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-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: 100.0%

: 100757-48-0
1,6-anhydro-2,4-dideoxy-4-methyl-2-(phenylthiomethyl)-β-D-glucopyranose

: 124-63-0
methanesulfonyl chloride

: 128790-96-5
Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

Guidance literature:: With dmap; triethylamine; In chloroform; for 1h;

Reference yield:

: 128790-96-5
Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

: [2R,3R,5S,6S,6(1SR)]-2-methoxy-3,5-dimethyl-6-(1-tosyloxyethyl)tetrahydropyran

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / Na; liq. NH₃ / tetrahydrofuran / 1 h / -78 °C

2: 43 percent / Dowex 50W (H(+)) / 7.5 h / 20 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4: tetrahydrofuran / 17 h / 0 °C

5: 82 percent / DMAP / pyridine / 18 h / 20 °C

With dmap; oxalyl dichloride; Dowex 50W (H(+)); ammonia; sodium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; dichloromethane;

Reference yield:

: 128790-96-5
Methanesulfonic acid (1S,2R,3S,4R,5R)-2-methyl-4-phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

: 610302-63-1
(2R,4S,5S,6S)-1-(1,3-dithian-2-yl)-5-hydroxy-2,4-dimethyl-6-tosyloxyheptane

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / Na; liq. NH₃ / tetrahydrofuran / 1 h / -78 °C

2: 45 percent / Dowex 50W (H(+)) / 7.5 h / 20 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4: 301.6 mg / tetrahydrofuran / 17 h / 0 °C

5: 96 percent / DMAP / pyridine / 24 h / 20 °C

6: 100 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 0 °C

With dmap; oxalyl dichloride; Dowex 50W (H(+)); boron trifluoride diethyl etherate; ammonia; sodium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; dichloromethane;