(1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

Base Information

Chemical Name:(1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol
CAS No.:289698-46-0
Molecular Formula:C₁₇H₂₀BrNO₄
Molecular Weight:382.254
Hs Code.:

Synonyms:(1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

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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 (1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

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Technology Process of (1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

There total 4 articles about (1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol 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: 100.0%

: 3173-56-6
benzyl isothiocyanate

: 289698-45-9
(1S,2S,3S,4R)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

: 289698-46-0
(1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

Guidance literature:: With triethylamine;

Reference yield:

: 229962-62-3
(1aS,1bR,4aR,5aR)-tetrahydro-3,3-dimethyl-5-methylidene-5H-oxireno[3,4]cyclopenta[1,2-d][1,3]dioxol

: 289698-46-0
(1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / LiBr / acetic acid / 4.5 h / 20 °C

2: 100 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

With triethylamine; lithium bromide; In dichloromethane; acetic acid;
DOI:10.1002/1522-2675(20010711)84:7<2119::AID-HLCA2119>3.0.CO;2-8

Reference yield:

: 104010-72-2
(3aS,6aS)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

: 289698-46-0
(1S,2S,3R,4R)-2-O-(benzylcarbamoyl)-1-bromo-3,4-O-isopropylidene-5-methylidenecyclopentane-2,3,4-triol

Guidance literature:: Multi-step reaction with 4 steps

1: H₂O₂; NaOH

2: 85 percent / LiBr / acetic acid / 4.5 h / 20 °C

3: 100 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

With sodium hydroxide; dihydrogen peroxide; triethylamine; lithium bromide; In dichloromethane; acetic acid;
DOI:10.1002/1522-2675(20010711)84:7<2119::AID-HLCA2119>3.0.CO;2-8