(2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol

Base Information

Chemical Name:(2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol
CAS No.:473916-49-3
Molecular Formula:C₁₈H₂₇NO₄
Molecular Weight:321.417
Hs Code.:

Synonyms:(2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol

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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 (2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol

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Technology Process of (2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol

There total 6 articles about (2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol 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: 64.0%

: 473916-42-6
(S)-tert-butyl 2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

: 100-59-4
phenylmagnesium chloride

: 473916-49-3
(2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; toluene; at -10 ℃; for 1h; Inert atmosphere;
DOI:10.5012/bkcs.2012.33.7.2213

Reference yield:

: 473916-39-1
(2R,3S)-1-azido-2-hydroxy-3,4-isopropylidenebutane-2,3,4-triol

: 473916-49-3
(2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine / acetonitrile / 16 h / 40 °C / Reflux

2: sodium hydrogencarbonate / 1,4-dioxane; water / 1 h / 0 °C

3: copper(I) bromide dimethylsulfide complex / tetrahydrofuran; toluene / 1 h / -10 °C / Inert atmosphere

With copper(I) bromide dimethylsulfide complex; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; toluene; acetonitrile;
DOI:10.5012/bkcs.2012.33.7.2213

Reference yield:

: 92973-39-2,136136-17-9
O³,O⁴-(1-methylethylidene)-L-threonic acid

: 473916-49-3
(2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: Methyl formate / 0.5 h

2: sodium azide / water / 6 h / 60 °C

3: triphenylphosphine / acetonitrile / 16 h / 40 °C / Reflux

4: sodium hydrogencarbonate / 1,4-dioxane; water / 1 h / 0 °C

5: copper(I) bromide dimethylsulfide complex / tetrahydrofuran; toluene / 1 h / -10 °C / Inert atmosphere

With sodium azide; copper(I) bromide dimethylsulfide complex; Methyl formate; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; toluene; acetonitrile;
DOI:10.5012/bkcs.2012.33.7.2213