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

Base Information

Chemical Name:methyl 2-O-benzyl-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-xylo-hex-5-enopyranoside
CAS No.:581060-47-1
Molecular Formula:C₂₀H₃₂O₄Si
Molecular Weight:364.557
Hs Code.:

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

Suppliers and Price of methyl 2-O-benzyl-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-xylo-hex-5-enopyranoside

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

Chemical Property:

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

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

There total 10 articles about methyl 2-O-benzyl-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-xylo-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: 85.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 214767-56-3
methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hex-5-enopyranoside

: 581060-47-1
methyl 2-O-benzyl-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-xylo-hex-5-enopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1016/j.tet.2006.04.079

Reference yield:

: 40773-64-6
methyl 4,6-O-benzylidene-3-deoxy-ribo-hexopyranoside

: 581060-47-1
methyl 2-O-benzyl-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-xylo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaH / dimethylformamide / 0.17 h / 0 - 20 °C

2: 92 percent / acetic acid / H₂O / 1 h / 80 °C

3: 100 percent / PPh₃; imidazole; iodine / toluene / 18 h / 20 °C

4: 70 percent / t-BuOK / tetrahydrofuran / 3 h / 0 - 20 °C

5: 85 percent / imidazole / dimethylformamide / 20 h / 20 °C

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

Reference yield:

: 100-39-0
benzyl bromide

: 581060-47-1
methyl 2-O-benzyl-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-xylo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaH / dimethylformamide / 0.17 h / 0 - 20 °C

2: 92 percent / acetic acid / H₂O / 1 h / 80 °C

3: 100 percent / PPh₃; imidazole; iodine / toluene / 18 h / 20 °C

4: 70 percent / t-BuOK / tetrahydrofuran / 3 h / 0 - 20 °C

5: 85 percent / imidazole / dimethylformamide / 20 h / 20 °C

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