((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester

Base Information

Chemical Name:((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester
CAS No.:224581-35-5
Molecular Formula:C₂₄H₃₂O₇S₂
Molecular Weight:496.646
Hs Code.:

Synonyms:((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester

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Chemical Property of ((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester

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Technology Process of ((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester

There total 7 articles about ((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid 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: 86.0%

: 124-63-0
methanesulfonyl chloride

: 224581-47-9
((1S,2R)-3-Benzyloxy-1-benzyloxymethyl-2-hydroxymethyl-propylsulfanyl)-acetic acid ethyl ester

: 224581-35-5
((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester

Guidance literature:: With triethylamine; for 3h; Ambient temperature;
DOI:10.1016/S0960-894X(99)00142-0

Reference yield:

: 68973-05-7
(2R*,3S*)-2,3-bis((benzyloxy)methyl)oxirane

: 224581-35-5
((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: CuI / tetrahydrofuran; diethyl ether / 3.5 h / -25 °C

2: 30 percent aq. H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 8 h / 65 °C

3: 92 percent / imidazole / dimethylformamide / 7 h / Ambient temperature

4: 95 percent / Et₃N / 3 h / Ambient temperature

5: 97 percent / NaH / tetrahydrofuran / 2 h / Heating

6: 87 percent / n-Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

7: 86 percent / Et₃N / 3 h / Ambient temperature

With 1H-imidazole; copper(l) iodide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00142-0

Reference yield:

: 224581-29-7
(2R,3R)-4-Benzyloxy-2-benzyloxymethyl-butane-1,3-diol

: 224581-35-5
((1S,2S)-1,2-Bis-benzyloxymethyl-3-methanesulfonyloxy-propylsulfanyl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / imidazole / dimethylformamide / 7 h / Ambient temperature

2: 95 percent / Et₃N / 3 h / Ambient temperature

3: 97 percent / NaH / tetrahydrofuran / 2 h / Heating

4: 87 percent / n-Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

5: 86 percent / Et₃N / 3 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00142-0