1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Base Information

Chemical Name:1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol
CAS No.:196703-95-4
Molecular Formula:C₂₉H₄₂O₄Si
Molecular Weight:482.736
Hs Code.:

Synonyms:1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Suppliers and Price of 1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

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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 1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

There total 7 articles about 1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol 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: 90.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 100-39-0
benzyl bromide

: 2873-29-2
D-glucal triacetate

: 196703-95-4
1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Guidance literature:: D-glucal triacetate; With methanol; sodium methylate; at 20 ℃;

triisopropylsilyl trifluoromethanesulfonate; With 1H-imidazole; at 20 ℃;

benzyl bromide; With sodium hydride; at 20 ℃;
DOI:10.1002/chem.201402149

Reference yield: 89.0%

: 100-39-0
benzyl bromide

: 137915-37-8
1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

: 196703-95-4
1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1002/hlca.200390331

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 196703-95-4
1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: CH₃ONa / methanol / 0.67 h / 20 °C

1.2: imidazole / dimethylformamide / 2 h / 20 °C

2.1: 31.9 g / NaH / dimethylformamide / 10 h / 20 °C

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; 1.1: ester cleavage / 1.2: silylation / 2.1: Alkylation;
DOI:10.1016/S0040-4020(00)00793-6