(R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate

Base Information

Chemical Name:(R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate
CAS No.:1415336-44-5
Molecular Formula:C₂₇H₄₁N₃O₇S₂
Molecular Weight:583.77
Hs Code.:

Synonyms:(R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate

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Chemical Property of (R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate

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Technology Process of (R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate

There total 7 articles about (R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)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: 75.0%

: 4530-20-5
BOC-glycine

: 1415336-43-4
(R)-methyl 5-(2-(2-(2-aminopropanamido)-4-methoxyphenyl)-1,3-dithian-2-l)pentanoate

: 1415336-44-5
(R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ol303149k

Reference yield:

: 588-16-9
m-methoxyacetanilide

: 1415336-44-5
(R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium(II) trifluoroacetate / toluene / Inert atmosphere; Sealed tube

1.2: 24 h / 90 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: hydrogenchloride / water / 4 h / 40 - 50 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / water; dichloromethane / 6 h / 20 °C / Inert atmosphere

5.1: piperidine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 14 h / 20 °C / Inert atmosphere

With piperidine; hydrogenchloride; palladium(II) trifluoroacetate; boron trifluoride diethyl etherate; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/ol303149k

Reference yield:

: 1415336-37-6
methyl 6-(2-acetamido-4-methoxyphenyl)-6-oxohexanoate

: 1415336-44-5
(R)-methyl 5-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)propanamido]-4-methoxyphenyl}-1,3-dithian-2-yl)pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: hydrogenchloride / water / 4 h / 40 - 50 °C / Inert atmosphere

3: sodium hydrogencarbonate / water; dichloromethane / 6 h / 20 °C / Inert atmosphere

4: piperidine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 14 h / 20 °C / Inert atmosphere

With piperidine; hydrogenchloride; boron trifluoride diethyl etherate; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol303149k