(S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid

Base Information

Chemical Name:(S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid
CAS No.:860812-50-6
Molecular Formula:C₂₂H₃₉NO₉S
Molecular Weight:493.619
Hs Code.:

Synonyms:(S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid

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Chemical Property of (S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid

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Technology Process of (S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid

There total 4 articles about (S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid 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: 76.0%

: 860812-49-3
(S)-2-[(2R,3R,4S,5S,6R)-2-(3-Amino-propoxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-cyclohexyl-propionic acid

: 1003-10-7
Thiobutyrolactone

: 860812-50-6
(S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid

Guidance literature:: With triethylamine; In methanol; at 64 ℃; for 16h;
DOI:10.1055/s-2005-865299

Reference yield:

: 860812-48-2
C₅₄H₅₇NO₁₃

: 860812-50-6
(S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: H₂; aq. AcOH / Pd(OH)2/C / dioxane / 16 h / 20 °C

2: 0.855 g / aq. NaOH / methanol / 4 h / 60 °C

3: 76 percent / Et₃N / methanol / 16 h / 64 °C

With sodium hydroxide; hydrogen; acetic acid; triethylamine; palladium dihydroxide; In 1,4-dioxane; methanol;
DOI:10.1055/s-2005-865299

Reference yield:

: 322761-81-9
ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

: 860812-50-6
(S)-3-Cyclohexyl-2-{(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-[3-(4-mercapto-butyrylamino)-propoxy]-tetrahydro-pyran-4-yloxy}-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / CF₃SO₃H; NIS / CH₂Cl₂ / 0.5 h / -10 °C

2: H₂; aq. AcOH / Pd(OH)2/C / dioxane / 16 h / 20 °C

3: 0.855 g / aq. NaOH / methanol / 4 h / 60 °C

4: 76 percent / Et₃N / methanol / 16 h / 64 °C

With sodium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; acetic acid; triethylamine; palladium dihydroxide; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1055/s-2005-865299