(S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester
CAS No.:157543-63-0
Molecular Formula:C₂₉H₂₉NO₆S
Molecular Weight:519.618
Hs Code.:

Synonyms:(S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

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Chemical Property of (S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

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Technology Process of (S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

There total 15 articles about (S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester 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: 92.0%

: 157543-62-9
(S)-1-((1S,2S)-3-Benzyloxy-1,2-dihydroxy-propyl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 157543-63-0
(S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

Guidance literature:: In toluene; Heating;
DOI:10.1016/S0040-4039(00)82331-X

Reference yield:

: 121587-40-4
N-trifluoroacetyl-2-(2-bromo-3-methoxyphenyl)ethylamine

: 157543-63-0
(S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: n-butyllithium / hexane; diethyl ether / 1 h / -78 °C

2: pyridine, chromium (III) oxide, celite / CH₂Cl₂ / 1 h / Ambient temperature

3: potassium carbonate / methanol; H₂O / 4 h / Ambient temperature

4: sodium cyanoborohydride / methanol / 1 h / 0 °C

5: 37percent hydrochloric acid / methanol; H₂O / 12 h / Ambient temperature

6: 1M sodium hydroxide / CH₂Cl₂ / 1 h / Ambient temperature

7: toluene / 2 h / Heating

With pyridine; hydrogenchloride; chromium(III) oxide; sodium hydroxide; n-butyllithium; Celite; sodium cyanoborohydride; potassium carbonate; In methanol; diethyl ether; hexane; dichloromethane; water; toluene;
DOI:10.1016/S0040-4020(01)80641-4

Reference yield:

: 121587-41-5,121652-67-3
N-(2-{2-[((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-3-methoxy-phenyl}-ethyl)-2,2,2-trifluoro-acetamide

: 157543-63-0
(S)-1-((4S,5S)-5-Benzyloxymethyl-2-thioxo-[1,3]dioxolan-4-yl)-8-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine, chromium (III) oxide, celite / CH₂Cl₂ / 1 h / Ambient temperature

2: potassium carbonate / methanol; H₂O / 4 h / Ambient temperature

3: sodium cyanoborohydride / methanol / 1 h / 0 °C

4: 37percent hydrochloric acid / methanol; H₂O / 12 h / Ambient temperature

5: 1M sodium hydroxide / CH₂Cl₂ / 1 h / Ambient temperature

6: toluene / 2 h / Heating

With pyridine; hydrogenchloride; chromium(III) oxide; sodium hydroxide; Celite; sodium cyanoborohydride; potassium carbonate; In methanol; dichloromethane; water; toluene;
DOI:10.1016/S0040-4020(01)80641-4