2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone

Base Information

Chemical Name:2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone
CAS No.:847900-41-8
Molecular Formula:C₂₆H₃₂O₈
Molecular Weight:472.535
Hs Code.:

Synonyms:2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone

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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 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone

There total 4 articles about 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone 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: 77.0%

: 263543-43-7
phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-thio-α-D-mannopyranoside

: 847900-41-8
2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone

Guidance literature:: phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-thio-α-D-mannopyranoside; With N-Bromosuccinimide; In water; acetone; at 0 ℃; for 1h;

With acetic anhydride; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
DOI:10.1021/ol048525+

Reference yield:

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,121524-01-4,121570-34-1,108032-93-5
phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

: 847900-41-8
2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaOMe / methanol / 0.5 h / 20 °C

2.1: 7.2 g / (MeO)3CH; CSA / methanol / 14 h / Heating

3.1: 99 percent / NaH / dimethylformamide / 1 h / 20 °C

4.1: NBS / H₂O; acetone / 1 h / 0 °C

4.2: 77 percent / Ac₂O / dimethylformamide / 2 h / 80 °C

With N-Bromosuccinimide; camphor-10-sulfonic acid; sodium methylate; sodium hydride; trimethyl orthoformate; In methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol048525+

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 847900-41-8
2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-D-mannolactone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 7.2 g / (MeO)3CH; CSA / methanol / 14 h / Heating

2.1: 99 percent / NaH / dimethylformamide / 1 h / 20 °C

3.1: NBS / H₂O; acetone / 1 h / 0 °C

3.2: 77 percent / Ac₂O / dimethylformamide / 2 h / 80 °C

With N-Bromosuccinimide; camphor-10-sulfonic acid; sodium hydride; trimethyl orthoformate; In methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol048525+