(2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate

Base Information

Chemical Name:(2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate
CAS No.:254115-13-4
Molecular Formula:C₂₀H₂₁BrClNO₅
Molecular Weight:470.747
Hs Code.:

Synonyms:(2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate

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Chemical Property of (2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate

Chemical Property:

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Technology Process of (2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate

There total 3 articles about (2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate 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:

: 621-84-1
O-benzyl carbamate

: 254115-09-8
(para-bromophenyl)-6-chloro-2-(E)-hexenoate

: C₂₀H₂₁BrNO₅Cl

: 254115-13-4
(2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate

: 298199-44-7
(2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexanoate

Guidance literature:: With sodium hydroxide; tert-butylhypochlorite; potassium osmate(VI); In propan-1-ol; water; at 20 ℃; for 4h; Title compound not separated from byproducts.;
DOI:10.1021/ol9903032

Reference yield:

: 106-41-2
4-bromo-phenol

: 254115-13-4
(2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / DCC / DMAP / CH₂Cl₂ / 10 h / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 0.33 h / 0 - 20 °C

2.2: 90 percent / tetrahydrofuran / 1 h / 20 °C

3.1: sodium hydroxide; potassium osmate dihydrate; t-butyl hypochlorite / propan-1-ol / 0.08 h

3.2: (DHQD)2-AQN; potassium osmate dihydrate / propan-1-ol / 4 h / 20 °C

With sodium hydroxide; potassium osmate(VI); tert-butylhypochlorite; sodium hydride; dicyclohexyl-carbodiimide; dmap; In tetrahydrofuran; propan-1-ol; dichloromethane; 1.1: Addition / 2.1: Metallation / 2.2: Addition / 3.1: aminohydroxylation / 3.2: Addition;
DOI:10.1021/ol0061034

Reference yield:

: 254114-95-9
(para-bromophenyl)diethylphosphonoacetate

: 254115-13-4
(2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-6-chlorohexenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.33 h / 0 - 20 °C

1.2: 90 percent / tetrahydrofuran / 1 h / 20 °C

2.1: sodium hydroxide; potassium osmate dihydrate; t-butyl hypochlorite / propan-1-ol / 0.08 h

2.2: (DHQD)2-AQN; potassium osmate dihydrate / propan-1-ol / 4 h / 20 °C

With sodium hydroxide; potassium osmate(VI); tert-butylhypochlorite; sodium hydride; In tetrahydrofuran; propan-1-ol; 1.1: Metallation / 1.2: Addition / 2.1: aminohydroxylation / 2.2: Addition;
DOI:10.1021/ol0061034