propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside

Base Information

• Chemical Name: propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside
• CAS No.: 188605-65-4
• Molecular Formula: C₂₅H₃₀O₄Si
• Molecular Weight: 422.596

Synonyms:propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside

Chemical Property of propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside

Chemical Property:

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Technology Process of propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside

There total 1 articles about propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside 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: 82.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (1-prop-2-ynyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (188605-67-6) → propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside (188605-65-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;

DOI:10.1080/00397919708004193

Reference yield: 85.0%

propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside (188605-65-4) → (2R) 1-<(t-butyldiphenylsilyl)oxy>-2-furanylethanol (124067-17-0)

Guidance literature:

With iodine; D-glucal triacetate; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1080/00397919708004193

Reference yield: 84.0%

propargyl 6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside (188605-65-4) + D-glucal triacetate (2873-29-2) → 2-propynyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (121237-62-5)

Guidance literature:

With boron trifluoride diethyl etherate; water; In toluene; at 0 - 20 ℃;

DOI:10.1080/00397919708004193

upstream raw materials:

tert-butylchlorodiphenylsilane

(1-prop-2-ynyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Downstream raw materials:

propargyl 4-O-allyl-6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-en-α-D-glucopyranoside

(2R) 1-<(t-butyldiphenylsilyl)oxy>-2-furanylethanol

2-propynyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

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