(3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

Base Information

• Chemical Name: (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one
• CAS No.: 226885-97-8
• Molecular Formula: C₁₈H₂₃IO₆
• Molecular Weight: 462.282

Synonyms:(3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

Chemical Property of (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

There total 11 articles about (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-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: 94.0%

(3S,4S,6R)-3-<(N,N-dimethylaminocarbonyl)methyl>-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-cyclohexene (226885-96-7) → (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one (226885-97-8)

Guidance literature:

With iodine; In tetrahydrofuran; water; at 0 ℃; for 6h;

DOI:10.1016/S0040-4020(99)00096-4

Reference yield:

(4S,6R)-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-2-cyclohexene-1-one (226885-92-3) → (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one (226885-97-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.33 h / -78 °C

2: 89 percent / molecular sieves 3 Angstroem / xylene / 24 h / 140 °C

3: 94 percent / I₂ / tetrahydrofuran; H₂O / 6 h / 0 °C

With sodium tetrahydroborate; cerium(III) chloride; 3 A molecular sieve; iodine; In tetrahydrofuran; methanol; water; xylene;

DOI:10.1016/S0040-4020(99)00096-4

Reference yield:

(4S,6S)-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-2-cyclohexene-1-one (226885-91-2) → (3aR,4S,6R,7S,7aR)-7-iodo-4-<(methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one (226885-97-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene / 24 h / Ambient temperature

2: 86 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.33 h / -78 °C

3: 89 percent / molecular sieves 3 Angstroem / xylene / 24 h / 140 °C

4: 94 percent / I₂ / tetrahydrofuran; H₂O / 6 h / 0 °C

With sodium tetrahydroborate; cerium(III) chloride; 3 A molecular sieve; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; water; toluene; xylene;

DOI:10.1016/S0040-4020(99)00096-4

upstream raw materials:

(3S,4S,6R)-3-<(N,N-dimethylaminocarbonyl)methyl>-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-cyclohexene

(4S,6R)-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-2-cyclohexene-1-one

(4S,6S)-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-2-cyclohexene-1-one

(3S,4R,6S)-3-hydroxy-6-<(4-methoxybenzyl)oxy>-4-<(methoxymethyl)oxy>-cyclohexene

Downstream raw materials:

(3S,3aR,4S,6R,7aS)-6-<(methanesulfonyl)oxy>-4-<(4-methoxybenzyl)oxy>-3-(4-methyl-3-pentenyl)-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

(3S,3aR,4S,6R,7aR)-4-<(4-methoxybenzyl)oxy>-6-<(methoxymethyl)oxy>-3-(4-methyl-3-pentenyl)-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

(3S,3aR,4S,6R,7aS)-6-hydroxy-4-<(4-methoxybenzyl)oxy>-3-(4-methyl-3-pentenyl)-3a,4,5,6,7,7a-hexahydrobenzofuran-2(3H)-one

(1aR,2aS,5S,5aS,6S,6aS)-2,2a,5,5a,6,6a-hexahydro-1a-methyl-5-(4-methyl-3-pentenyl)-5-phenylseleno-6-<(triethylsilyl)oxy>oxirenobenzofuran-4(1aH)-one

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