Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester

Base Information

Chemical Name:Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester
CAS No.:153907-48-3
Molecular Formula:C₃₇H₃₇NO₆S
Molecular Weight:623.77
Hs Code.:

Synonyms:Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester

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Chemical Property of Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester

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Technology Process of Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester

There total 8 articles about Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) 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: 86.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 153907-47-2
S-acetyl-N-(2-deoxy-β-D-ribosyl) 4-thiomethylindole

: 153907-48-3
Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester

Guidance literature:: With pyridine; N-ethyl-N,N-diisopropylamine; at 24 ℃;
DOI:10.1016/S0040-4039(00)91816-1

Reference yield:

: 39830-66-5
methyl 1H-indole-4-carboxylate

: 153907-48-3
Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / NaH / acetonitrile / 0 deg C up to RT

2: 91 percent / NaOCH₃ / methanol / 8 h / 25 °C

3: imidazole / dimethylformamide / 25 °C

4: 100 percent / i-Bu₂AlH / diethyl ether / -78 °C

5: 1.) CH₃SO₂Cl, Et₃N / 1.) -43 deg C, 30 min; 2.) -43 deg C up to RT

6: 93 percent / n-Bu₄NF, HF / pyridine / 40 h / 25 °C

7: 86 percent / pyridine, i-Pr₂NEt / 24 °C

With pyridine; 1H-imidazole; hydrogen fluoride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium methylate; In pyridine; methanol; diethyl ether; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)91816-1

Reference yield:

: 52162-55-7,69256-45-7,61826-14-0
2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl chloride

: 153907-48-3
Thioacetic acid S-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-1H-indol-4-ylmethyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / NaH / acetonitrile / 0 deg C up to RT

2: 91 percent / NaOCH₃ / methanol / 8 h / 25 °C

3: imidazole / dimethylformamide / 25 °C

4: 100 percent / i-Bu₂AlH / diethyl ether / -78 °C

5: 1.) CH₃SO₂Cl, Et₃N / 1.) -43 deg C, 30 min; 2.) -43 deg C up to RT

6: 93 percent / n-Bu₄NF, HF / pyridine / 40 h / 25 °C

7: 86 percent / pyridine, i-Pr₂NEt / 24 °C

With pyridine; 1H-imidazole; hydrogen fluoride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium methylate; In pyridine; methanol; diethyl ether; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)91816-1