isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside

Base Information

Chemical Name:isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside
CAS No.:909710-51-6
Molecular Formula:C₂₇H₃₈O₃Si
Molecular Weight:438.682
Hs Code.:

Synonyms:isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-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 isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside

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Technology Process of isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside

There total 6 articles about isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-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: 80.0%

: 909710-49-2
isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside

: 925-90-6
ethylmagnesium bromide

: 909710-51-6
isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside

Guidance literature:: ethylmagnesium bromide; With CuCN; In tetrahydrofuran; at -40 ℃; for 0.0833333h;

isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside; In tetrahydrofuran; at -40 - -18 ℃;
DOI:10.1080/07328300600735090

Reference yield: 80.0%

: 909710-49-2
isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside

: 557-20-0
diethylzinc

: 909710-51-6
isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside

Guidance literature:: diethylzinc; With CuCN; In tetrahydrofuran; at 0 ℃; for 0.166667h;

isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1080/07328300600735090

Reference yield:

: 23339-26-6,56196-34-0
isopropyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 909710-51-6
isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / imidazole / dimethylformamide / 2 h / 0 °C

2.1: 84 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

3.1: CuCN / tetrahydrofuran / 0.08 h / -40 °C

3.2: 80 percent / tetrahydrofuran / -40 - -18 °C

With 1H-imidazole; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/07328300600735090