benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate

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Chemical Name:benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate
CAS No.:947595-38-2
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate

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Chemical Property of benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate

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Technology Process of benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate

There total 2 articles about benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate 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: 92.0%

: 947595-45-1
benzyl {(1S,2E)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]pent-2-en-1-yl}carbamate

: 947595-38-2
benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate

Guidance literature:: With Dowex 50W X₈; In methanol; for 26h; Heating;
DOI:10.1021/ol0709735

Reference yield:

: 33868-53-0
tributylstannyl benzyl ether

: 947595-38-2
benzyl {(1S,2E)-1-[(1S,2S)-1,2-dihydroxybut-3-en-1-yl]pent-2-en-1-yl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: PPh₃; CBr₄; Et₃N / CH₂Cl₂ / 1.5 h / -10 °C

1.2: CH₂Cl₂ / -10 - 20 °C

1.3: 706 mg / KF / acetonitrile / 24 h / 20 °C

2.1: 92 percent / Dowex 50W x8 / methanol / 26 h / Heating

With carbon tetrabromide; Dowex 50W X₈; triethylamine; triphenylphosphine; In methanol; dichloromethane;
DOI:10.1021/ol0709735