(1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

Base Information

Chemical Name:(1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide
CAS No.:391679-36-0
Molecular Formula:C₂₀H₂₆N₂O₅
Molecular Weight:374.437
Hs Code.:

Synonyms:(1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

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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 (1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

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Technology Process of (1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

There total 1 articles about (1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide 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: 95.0%

: 6191-99-7
3-ethoxyacryloyl chloride

: 3315-16-0
silver cyanate

: 191480-80-5
(1R,2S,4S,5S)-4-Amino-1-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ol

: 391679-36-0
(1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

Guidance literature:: 3-ethoxyacryloyl chloride; silver cyanate; In benzene; for 0.75h; Heating;

(1R,2S,4S,5S)-4-Amino-1-benzyloxymethyl-bicyclo[3.1.0]hexan-2-ol; In N,N-dimethyl-formamide; benzene; at 0 - 20 ℃;
DOI:10.1021/jm030241s

Reference yield: 73.0%

: 391679-36-0
(1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

: 391679-37-1
(1S,2S,4S,5R)-1-{4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}-1,3-dihydropyrimidine-2,4-dione

Guidance literature:: With sulfuric acid; In ethanol; for 1h; Heating;
DOI:10.1021/jm030241s

Reference yield:

: 391679-36-0
(1S,2S,4S,5R)-N-((2E)-ethoxyprop-2-enoyl)({4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}amino)carboxamide

: 391679-39-3
(1S,2S,4S,5R)-1-{4-hydroxy-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hex-2-yl}-5-iodo-1,3-dihydropyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / H₂SO₄ / ethanol / 1 h / Heating

2: 84 percent / I₂; aq. HNO₃ / dioxane / 1 h / 100 °C

With sulfuric acid; iodine; nitric acid; In 1,4-dioxane; ethanol;
DOI:10.1021/jm030241s