N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide

Base Information

Chemical Name:N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide
CAS No.:635706-28-4
Molecular Formula:C₂₀H₂₅N₃O₆S
Molecular Weight:435.501
Hs Code.:

Synonyms:N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide

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Chemical Property of N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide

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Technology Process of N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide

There total 6 articles about N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide 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: 74.0%

: 192760-09-1
allyl [(3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl]carbamate

: 635706-27-3
((R)-6-benzoylamino-5-oxo-[1,4]thiazepa-4-yl)-acetic acid

: 635706-28-4
N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide

Guidance literature:: allyl [(3S)-2-ethoxy-5-oxotetrahydrofuran-3-yl]carbamate; With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 0.25h;

((R)-6-benzoylamino-5-oxo-[1,4]thiazepa-4-yl)-acetic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 5h;

Reference yield:

: 161182-12-3
((R)-6-amino-5-oxo-[1,4]thiazepa-4-yl)-acetic acid ethyl ester

: 635706-28-4
N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. LiOH / tetrahydrofuran

2.1: (Ph₃P)4Pd; 1,3-dimethylbarbituric acid / CH₂Cl₂

2.2: HOBT; EDCI / CH₂Cl₂

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2006.07.016

Reference yield:

: 92984-04-8
((R)-6-tert-butoxycarbonylamino-5-oxo-[1,4]thiazepa-4-yl)-acetic acid ethyl ester

: 635706-28-4
N-{(R)-4-[((S)-2-ethoxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-5-oxo-1-[1,4]thiazepan-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: TFA / CH₂Cl₂

2.1: aq. LiOH / tetrahydrofuran

3.1: (Ph₃P)4Pd; 1,3-dimethylbarbituric acid / CH₂Cl₂

3.2: HOBT; EDCI / CH₂Cl₂

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2006.07.016