(3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

Base Information

Chemical Name:(3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate
CAS No.:149287-56-9
Molecular Formula:C₁₅H₁₈BrNO₅
Molecular Weight:372.216
Hs Code.:

(3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-<N-(methoxycarbonyl)imino>pentanoate

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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 (3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

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Technology Process of (3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

There total 7 articles about (3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate 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:

: 149287-47-8
(4S)-Methyl 4-(benzyloxy)-2--(2E)-pentenoate

: 149287-56-9
(3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

: (3R,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

Guidance literature:: With N-Bromosuccinimide; In chloroform-d1; at 24 ℃; for 1h; Yield given. Yields of byproduct given;
DOI:10.1021/jo00068a047

Reference yield:

: 149287-46-7
(4S)-Methyl 4-(benzyloxy)-2--(2Z)-pentenoate

: 149287-56-9
(3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

: (3R,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

Guidance literature:: With N-Bromosuccinimide; In chloroform-d1; at 24 ℃; for 1h; Yield given. Yields of byproduct given;
DOI:10.1021/jo00068a047

Reference yield:

: 143995-55-5
2--2-methoxyethanoate

: 149287-56-9
(3S,4S)-Methyl 4-(benzyloxy)-3-bromo-2-pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) phosphorus trichloride / 1) toluene, 70 deg C, 18 h, 2) 2 h, 70 deg C

2: iPr₂NLi / tetrahydrofuran / 2 h / -78 to 24 deg C

3: N-bromosuccinimide / CDCl₃ / 1 h / 24 °C

With N-Bromosuccinimide; lithium diisopropyl amide; phosphorus trichloride; In tetrahydrofuran; chloroform-d1;
DOI:10.1021/jo00068a047