methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside

Base Information

Chemical Name:methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside
CAS No.:334518-82-0
Molecular Formula:C₁₅H₁₉IO₃
Molecular Weight:374.219
Hs Code.:

Synonyms:methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside

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Chemical Property of methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside

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Technology Process of methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside

There total 4 articles about methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-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: 77.0%

: 100-39-0
benzyl bromide

: 334518-81-9
methyl 2,3,6-trideoxy-6-iodo-4-C-methyl-α-D-erythro-hex-2-enopyranoside

: 334518-82-0
methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 10h;
DOI:10.1016/S0040-4020(00)01117-0

Reference yield:

: 33647-80-2
methyl 2,3-dideoxy-α-D-glycero-hex-2-enopyranosid-4-ulose

: 334518-82-0
methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 1 h / 20 °C

2: 80 percent / diethyl ether / 7 h / 0 - 20 °C

3: 77 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 10 h / 20 °C

With methyltriphenoxyphosphonium iodide; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 2: Grignard reaction;
DOI:10.1016/S0040-4020(00)01117-0

Reference yield:

: 23339-19-7
methyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

: 334518-82-0
methyl 2,3,6-trideoxy-6-iodo-4-O-benzyl-4-C-methyl-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / manganese dioxide / CH₂Cl₂ / 2 h / 20 °C

2: 72 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 1 h / 20 °C

3: 80 percent / diethyl ether / 7 h / 0 - 20 °C

4: 77 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 10 h / 20 °C

With manganese(IV) oxide; methyltriphenoxyphosphonium iodide; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 3: Grignard reaction;
DOI:10.1016/S0040-4020(00)01117-0