dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate

Base Information

Chemical Name:dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate
CAS No.:177574-46-8
Molecular Formula:C₃₇H₄₀N₂O₆
Molecular Weight:608.734
Hs Code.:

Synonyms:dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate

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Chemical Property of dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate

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Technology Process of dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate

There total 3 articles about dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate 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: 84.0%

: 77-76-9
2,2-dimethoxy-propane

: 153223-10-0
(2R,3S,4S,5R)-2,5-bis[N-(benzyloxycarbonyl)amino]-1,6-diphenyl-3,4-hexanediol

: 177574-46-8
dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2011.04.015

Reference yield:

: 58917-85-4
N-(benzyloxycarbonyl)-D-phenylalaninol

: 177574-46-8
dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.17 h / -78 °C / Inert atmosphere

1.2: 2.25 h / -78 °C / Inert atmosphere

2.1: Vanadium (III) chloride-(tris-tetrahydrofuran); zinc / dichloromethane / 20 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / dichloromethane / 20 °C / Inert atmosphere

With oxalyl dichloride; Vanadium (III) chloride-(tris-tetrahydrofuran); camphor-10-sulfonic acid; dimethyl sulfoxide; zinc; In dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1016/j.tet.2011.04.015

Reference yield:

: 63219-70-5
N-(benzyloxycarbonyl)-D-phenylalaninal

: 177574-46-8
dibenzyl ((1R,1'R)-((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: Vanadium (III) chloride-(tris-tetrahydrofuran); zinc / dichloromethane / 20 °C / Inert atmosphere

2: camphor-10-sulfonic acid / dichloromethane / 20 °C / Inert atmosphere

With Vanadium (III) chloride-(tris-tetrahydrofuran); camphor-10-sulfonic acid; zinc; In dichloromethane;
DOI:10.1016/j.tet.2011.04.015