(2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane

Base Information

Chemical Name:(2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane
CAS No.:1393535-42-6
Molecular Formula:C₂₈H₃₉NO₈
Molecular Weight:517.62
Hs Code.:

Synonyms:(2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane

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Chemical Property of (2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane

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Technology Process of (2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane

There total 3 articles about (2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane 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: 83.0%

: 1393535-40-4
(3S,4S,5S)-ethyl 3-allylamino-N-benzyloxycarbonyl-4,5-bis(pivaloyloxy)hept-6-enoate

: 1393535-42-6
(2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane

Guidance literature:: With Grubbs catalyst first generation; In toluene; at 90 ℃; for 72h;
DOI:10.1016/j.tetlet.2012.06.053

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1393535-42-6
(2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; ethyl acetate / 13 h / 0 - 20 °C

2: Grubbs catalyst first generation / toluene / 72 h / 90 °C

With Grubbs catalyst first generation; sodium hydrogencarbonate; In water; ethyl acetate; toluene;
DOI:10.1016/j.tetlet.2012.06.053

Reference yield:

: C₂₂H₃₇NO₆

: 1393535-42-6
(2S,3S,4S)-N-benzyloxycarbonyl-5,6-didehydro-2-ethoxycarbonylmethyl-3,4-bis(pivaloyloxy)azepane

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; ethyl acetate / 13 h / 0 - 20 °C

2: Grubbs catalyst first generation / toluene / 72 h / 90 °C

With Grubbs catalyst first generation; sodium hydrogencarbonate; In water; ethyl acetate; toluene;
DOI:10.1016/j.tetlet.2012.06.053