1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate

Base Information

Chemical Name:1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate
CAS No.:386765-89-5
Molecular Formula:C₂₉H₃₄Cl₃NO₉
Molecular Weight:646.949
Hs Code.:

Synonyms:1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate

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Chemical Property of 1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate

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Technology Process of 1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate

There total 20 articles about 1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate 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: 89.0%

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: methyl (S)-2-[(2R,3R,5RS)-3-benzyloxy-5-hydroxyoxolan-2-yl]-3-(4-methoxybenzyloxy)-2-(trichloroacetamido)propanoate

: 386765-89-5
1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate

Guidance literature:: In toluene; at 25 ℃; for 20h;
DOI:10.1246/bcsj.75.1927

Reference yield:

: 386765-82-8
2,2,2-Trichloro-acetimidic acid (E)-3-((2R,3R,5S)-3-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-4-(4-methoxy-benzyloxy)-but-2-enyl ester

: 386765-89-5
1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate

Guidance literature:: Multi-step reaction with 5 steps

1.1: K₂CO₃ / xylene / 60 h / 140 °C

1.2: ozone / methanol / 0.25 h / -78 °C

1.3: 486 mg / Me₂S / methanol / -78 - 0 °C

2.1: NaH₂PO₄*2H₂O; HOSO₂NH₂; NaClO₂ / H₂O; 2-methyl-propan-2-ol / 0.25 h / 25 °C

3.1: 405 mg / methanol / 1 h / 25 °C

4.1: 76 percent / aqueous HCl / tetrahydrofuran / 10 h / 25 °C

5.1: 89 percent / toluene / 20 h / 25 °C

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; amidosulfuric acid fluoride; potassium carbonate; In tetrahydrofuran; methanol; water; toluene; xylene; tert-butyl alcohol; 1.1: Overman rearrangement;
DOI:10.1246/bcsj.75.1927

Reference yield:

: 386765-87-3
methyl (S)-2-[(2R,3R,5S)-3-benzyloxy-5-methoxyoxolan-2-yl]-3-(4-methoxybenzyloxy)-2-(trichloroacetamido)propanoate

: 386765-89-5
1-ethyl 8-methyl (E,5R,6R,7S)-5-benzyloxy-6-hydroxy-7-(4-methoxybenzyloxymethyl)-7-(trichloroacetamido)oct-2-enedioate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / aqueous HCl / tetrahydrofuran / 10 h / 25 °C

2: 89 percent / toluene / 20 h / 25 °C

With hydrogenchloride; In tetrahydrofuran; toluene;
DOI:10.1246/bcsj.75.1927