propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate

Base Information

Chemical Name:propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate
CAS No.:1319745-74-8
Molecular Formula:C₂₇H₃₄O₈S
Molecular Weight:518.628
Hs Code.:

Synonyms:propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate

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Chemical Property of propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate

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Technology Process of propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate

There total 6 articles about propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate 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: 68.0%

: 1319745-65-7
propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-yl)methoxy-1,4,5-trihydroxycyclohex-2-ene-1-carboxylate

: 141-75-3
butyryl chloride

: 1319745-74-8
propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: With pyridine; In acetonitrile; at 0 - 20 ℃; for 10h;
DOI:10.1021/jm2006063

Reference yield:

: 1198791-10-4
(1R,4S,5R)-3-(benzo[b]tiophen-5-yl)methoxy-1,4-dihydroxy-cyclohex-2-en-1,5-carbolactone

: 1319745-74-8
propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / tetrahydrofuran / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 2 h

3.1: pyridine / acetonitrile / 10 h / 0 - 20 °C

With pyridine; potassium carbonate; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm2006063

Reference yield:

: 1198790-98-5
sodium (1R,4S,5R)-1,4,5-trihydroxy-3-[(benzo[b]thiophen-5-yl)methoxy]cyclohex-2-en-1-carboxylate

: 1319745-74-8
propyl (1R,4S,5R)-3-(benzo[b]thiophen-5-ylmethoxy)-4,5-dibutyroxy-1-hydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 2 h

2.1: pyridine / acetonitrile / 10 h / 0 - 20 °C

With pyridine; potassium carbonate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm2006063