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

Base Information

Chemical Name:Methanesulfonic acid (1S,2S,3R,4R,5S)-3,4-bis-benzyloxy-1-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester
CAS No.:229977-68-8
Molecular Formula:C₂₁H₂₄O₈S
Molecular Weight:436.483
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 4 articles about Methanesulfonic acid (1S,2S,3R,4R,5S)-3,4-bis-benzyloxy-1-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-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:

: 1054656-45-9
Methanesulfonic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

: 229977-68-8
Methanesulfonic acid (1S,2S,3R,4R,5S)-3,4-bis-benzyloxy-1-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester

Guidance literature:: With silica gel; In dichloromethane; Yield given;
DOI:10.1055/s-1999-2709

Reference yield:

: 13225-28-0
Methanesulfonic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-iodomethyl-6-methoxy-tetrahydro-pyran-3-yl ester

: 229977-68-8
Methanesulfonic acid (1S,2S,3R,4R,5S)-3,4-bis-benzyloxy-1-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / NaH / dimethylformamide

2: RuCl₃, NaIO₄, H₂O / ethyl acetate; acetonitrile / 0.01 h

3: SiO₂ / CH₂Cl₂

With ruthenium trichloride; sodium periodate; water; silica gel; sodium hydride; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1999-2709

Reference yield:

: 13225-27-9
2,3-Di-O-benzyl-4,6-di-O-methyl-sulfonyl-methyl-α-D-glucopyranosid

: 229977-68-8
Methanesulfonic acid (1S,2S,3R,4R,5S)-3,4-bis-benzyloxy-1-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NaI / butan-2-one / Heating

2: 73 percent / NaH / dimethylformamide

3: RuCl₃, NaIO₄, H₂O / ethyl acetate; acetonitrile / 0.01 h

4: SiO₂ / CH₂Cl₂

With ruthenium trichloride; sodium periodate; water; silica gel; sodium hydride; sodium iodide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; butanone;
DOI:10.1055/s-1999-2709