tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate

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Chemical Name:tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate
CAS No.:1417342-73-4
Molecular Formula:C₂₉H₃₈N₂O₅
Molecular Weight:494.631
Hs Code.:

Synonyms:tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate

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Chemical Property of tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate

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Technology Process of tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate

There total 4 articles about tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]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: 41.0%

: 1417342-72-3
3-(cyclopropylmethoxy)-3-(o-tolyl)azetidine hydrochloride

: 68856-96-2
N-(tert-butoxycarbonyl)-O-methyl-D-tyrosine

: 1417342-73-4
tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 38h;

Reference yield:

: 932-31-0
ortho-tolylmagnesium bromide

: 1417342-73-4
tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2-methyltetrahydrofuran / 3 h / -20 °C / Large scale

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 18 - 23 °C / Large scale

2.2: 1 h / 10 °C / Large scale

3.1: hydrogenchloride / isopropyl alcohol / 60 °C / Large scale

4.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / toluene / 1.25 h / -15 - -10 °C / Large scale

With hydrogenchloride; potassium tert-butylate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In 2-methyltetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol; toluene; 1.1: |Grignard Reaction;
DOI:10.1021/acs.oprd.5b00097

Reference yield:

: 1225439-73-5
tert-butyl 3-hydroxy-3-(o-tolyl)azetidine-1-carboxylate

: 1417342-73-4
tert-butyl [(R)-2-(3-cyclopropylmethoxy-3-o-tolylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 18 - 23 °C / Large scale

1.2: 1 h / 10 °C / Large scale

2.1: hydrogenchloride / isopropyl alcohol / 60 °C / Large scale

3.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / toluene / 1.25 h / -15 - -10 °C / Large scale

With hydrogenchloride; potassium tert-butylate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1021/acs.oprd.5b00097