methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside

Base Information

Chemical Name:methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside
CAS No.:581060-35-7
Molecular Formula:C₂₀H₃₂O₄Si
Molecular Weight:364.557
Hs Code.:

Synonyms:methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside

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Chemical Property of methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside

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Technology Process of methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside

There total 6 articles about methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside 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: 81.0%

: 905312-28-9
methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-6-iodo-α-D-ribo-hexopyranoside

: 581060-35-7
methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1016/j.tet.2006.04.079

Reference yield:

: 26922-84-9
methyl 4-O-benzyl-3-deoxy-α-D-ribo-hexopyranoside

: 581060-35-7
methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / PPh₃; imidazole; iodine / toluene / 28 h / 20 °C

2: 100 percent / imidazole / dimethylformamide / 8.5 h / 20 °C

3: 81 percent / t-BuOK / tetrahydrofuran / 2 h / 0 °C

With 1H-imidazole; potassium tert-butylate; iodine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2006.04.079

Reference yield:

: 581060-34-6
methyl 4-O-benzyl-3,6-dideoxy-6-iodo-α-D-ribo-hexopyranoside

: 581060-35-7
methyl 4-O-benzyl-2-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-erythro-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole / dimethylformamide / 8.5 h / 20 °C

2: 81 percent / t-BuOK / tetrahydrofuran / 2 h / 0 °C

With 1H-imidazole; potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.04.079