Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester

Base Information

• Chemical Name: Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester
• CAS No.: 436153-54-7
• Molecular Formula: C₃₆H₃₉O₇P
• Molecular Weight: 614.675

Synonyms:Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester

Chemical Property of Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester

Chemical Property:

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Technology Process of Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester

There total 17 articles about Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl 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:

chlorophosphoric acid diphenyl ester (2524-64-3) + (6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-oxepan-2-one (436153-68-3) → Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester (436153-54-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.75h;

DOI:10.1021/ja042686r

Reference yield:

(5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonanal → Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester (436153-54-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 2 h / 20 °C

2.2: 62 percent / DMAP / toluene; tetrahydrofuran / Heating

3.1: KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.75 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; toluene; tert-butyl alcohol;

DOI:10.1021/ja042686r

Reference yield:

(5R,6S)-1-(tert-Butyl-dimethyl-silanyloxy)-6-methoxymethoxy-6,10-dimethyl-undec-9-en-5-ol (436153-62-7) → Phosphoric acid (6R,7S)-6-benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-yl ester diphenyl ester (436153-54-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 7.93 g / potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

2.1: N-methylmorpholine-N-oxide; aq. OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 72 h / 20 °C

3.1: aq. NaIO₄ / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 20 °C

4.1: 5.67 g / NaBH₄ / methanol / 0.5 h / 0 °C

5.1: potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

6.1: 5.23 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

7.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / 0 °C

8.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

9.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 2 h / 20 °C

9.2: 62 percent / DMAP / toluene; tetrahydrofuran / Heating

10.1: KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.75 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium tetrahydroborate; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; pyridine-SO₃ complex; 2,4,6-trichlorobenzoyl chloride; potassium tert-butylate; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; tert-butyl alcohol; 7.1: Swern oxidation;

DOI:10.1021/ja042686r

upstream raw materials:

chlorophosphoric acid diphenyl ester

(6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-oxepan-2-one

(4R,5S)-1-[1,3]Dioxan-2-yl-5-methoxymethoxy-5,9-dimethyl-dec-8-en-4-ol

2-((4R,5S)-4-Benzyloxy-5-methoxymethoxy-5,9-dimethyl-dec-8-enyl)-[1,3]dioxane

Downstream raw materials:

{(2R,4aR,6S,7R,8aS)-6-[(6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-4,5,6,7-tetrahydro-oxepin-2-ylmethyl]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-triethyl-silane

(2R,3S,4aR,5aR,8R,9S,10aR,11aS)-8-Benzyloxy-9-(3-benzyloxy-propyl)-5a-ethylsulfanyl-2-hydroxymethyl-9-methyl-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-3-ol

(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

(2R,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

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