Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester

Base Information

• Chemical Name: Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester
• CAS No.: 117970-00-0
• Molecular Formula: C₁₅H₂₀O₇S₂
• Molecular Weight: 376.452
• Mol file: 117970-00-0.mol

Synonyms:Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester

Chemical Property of Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester

There total 1 articles about Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-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: 17.0%

Methanesulfonic acid (1S,3R,5S,7S)-4-bromo-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-7-ylmethyl ester (117969-94-5,144489-53-2) → (1S,5S,7S)-(+)-7-mesyloxymethyl-6,8-dioxabicyclo<3.2.1>oct-3-ene (117969-99-0) + Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester (117970-00-0)

Guidance literature:

With copper; zinc; In ethanol; ethyl acetate; for 2h; Heating;

DOI:10.1248/cpb.36.1241

Reference yield: 88.0%

Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester (117970-00-0) → Methanesulfonic acid (1S,3R,5S,7S)-4-bromo-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-7-ylmethyl ester (117969-94-5,144489-53-2)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; for 15h; Ambient temperature;

DOI:10.1248/cpb.36.1241

Reference yield:

Methanesulfonic acid (S)-2-hydroxy-2-[(2S,4R)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-pyran-2-yl]-ethyl ester (117970-00-0) → (S)-2-Benzyloxy-1-(S)-3,6-dihydro-2H-pyran-2-yl-ethanol (117969-98-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / NBS / acetonitrile / 15 h / Ambient temperature

2: DBU / benzene / 1 h / Ambient temperature

4: 25 percent / Na, EtOH / tetrahydrofuran / 1 h / 0 °C

With N-Bromosuccinimide; ethanol; sodium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile; benzene;

DOI:10.1248/cpb.36.1241

upstream raw materials:

Methanesulfonic acid (1S,3R,5S,7S)-4-bromo-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-7-ylmethyl ester

Downstream raw materials:

Methanesulfonic acid (1S,3R,5S,7S)-4-bromo-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-7-ylmethyl ester

(S)-2-Benzyloxy-1-(S)-3,6-dihydro-2H-pyran-2-yl-ethanol

(1S,5S,7S)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-ene

(1S,5S,7S)-7-Benzyloxymethyl-3-(toluene-4-sulfonyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-ene