3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal

Base Information

Chemical Name:3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal
CAS No.:250279-58-4
Molecular Formula:C₃₁H₃₉N₃O₂S₂Si
Molecular Weight:577.887
Hs Code.:

Synonyms:3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal

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Chemical Property of 3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal

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Technology Process of 3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal

There total 2 articles about 3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal 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%

: 100-39-0
benzyl bromide

: 250279-57-3
3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propan-1,3-diyl dithioacetal

: 250279-58-4
3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 4h;
DOI:10.1016/S0008-6215(99)00126-3

Reference yield:

: 114071-63-5
methyl 3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-α-D-erythro-pentofuranoside

: 250279-58-4
3-azido-4-O-benzyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-erythro-pentose propane-1,3-diyl dithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / BF₃*OEt₂ / 1,2-dichloro-ethane / 1.17 h / 50 °C

2: 77 percent / NaH (in oil) / dimethylformamide / 4 h / 0 °C

With boron trifluoride diethyl etherate; sodium hydride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Cyclization / 2: Etherification;
DOI:10.1016/S0008-6215(99)00126-3