(1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one

Base Information

• Chemical Name: (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one
• CAS No.: 774611-10-8
• Molecular Formula: C₃₁H₃₅NO₆
• Molecular Weight: 517.622
• Mol file: 774611-10-8.mol

Synonyms:(1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one

Chemical Property of (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one

There total 7 articles about (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one 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: 100.0%

(1R,6R,7S,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-tetrahydro-6,7-dihydroxy-1H,3H-pyrrolo[1,2-c]oxazol-3-one (774611-08-4) + benzyl bromide (100-39-0) → (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one (774611-10-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1071/CH04009

Reference yield:

(1R,7aS)-6,7-Dihydroxy-1-[3-(4-methoxy-benzyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one + benzyl bromide (100-39-0) → (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one (774611-10-8) + (1R,6S,7R,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1071/CH04009

Reference yield:

(2R,3S)-2-[3-(4-Methoxy-benzyloxy)-propyl]-3-vinyl-oxirane → (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one (774611-10-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / LiOTf / 1 h / 110 °C / microwave irradiation

2: 77 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: 77 percent / (benzylidene)bis(tricyclohexylphosphine)dichlororuthenium / CH₂Cl₂ / 18 h / Heating

4: K₂OsO₄*2H₂O; N-methylmorpholine oxide; pyridine / acetone; H₂O / 168 h / 20 °C

5: 100 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 48 h / 20 °C

With pyridine; potassium osmate(VI); Grubbs catalyst first generation; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium trifluoromethanesulfonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone;

DOI:10.1071/CH04009

upstream raw materials:

benzyl bromide

(1R,6R,7S,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-tetrahydro-6,7-dihydroxy-1H,3H-pyrrolo[1,2-c]oxazol-3-one

(1R,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one

7-[(4-methoxyphenyl)methoxy]-(4R)-hydroxy-(3S)-allylaminohept-1-ene

Downstream raw materials:

swainsonine

(2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

(R)-4-((2S,3S,4R)-3,4-Bis-benzyloxy-pyrrolidin-2-yl)-4-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol

(1S,2R,8R,8aS)-octahydro-1,2-bis(phenylmethoxy)-8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-indolizine