(Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

Base Information

Chemical Name:(Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose
CAS No.:952057-96-4
Molecular Formula:C₃₁H₃₂O₆
Molecular Weight:500.591
Hs Code.:

Synonyms:(Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

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Chemical Property of (Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of (Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

There total 8 articles about (Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose 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: 88.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 20590-54-9
1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose

: (E)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

: 952057-96-4
(Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at -10 ℃; for 0.5h; Inert atmosphere;

1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose; In tetrahydrofuran; mineral oil; Inert atmosphere;
DOI:10.1039/c3cc47501h

Reference yield: 74.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 20590-54-9
1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose

: 952057-96-4
(Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

Guidance literature:: With sodium hydride; In tetrahydrofuran; at -10 ℃; for 1.5h;
DOI:10.1039/c6ra19424a

Reference yield:

: 20031-21-4
1,2-O-isopropylidene-α-D-xylose

: 952057-96-4
(Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 1 h / 20 °C

1.2: 3 h / 20 °C

2.1: acetic anhydride; dimethyl sulfoxide / 22 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 1.5 h / -10 °C

With acetic anhydride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 3.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c6ra19424a