(4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane

Base Information

• Chemical Name: (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane
• CAS No.: 99249-40-8
• Molecular Formula: C₂₇H₃₄O₄
• Molecular Weight: 422.565

Synonyms:(4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane

Chemical Property of (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane

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Technology Process of (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane

There total 3 articles about (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane 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:

(2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol (17401-06-8) → (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane (99249-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent

2: zinc-copper couple, iodine / diethyl ether / Heating

With zinc copper; iodine; In diethyl ether;

DOI:10.1021/ja00312a073

Reference yield:

1-cyclohexenyl methyl ketone (932-66-1) → (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane (99249-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent

2: zinc-copper couple, iodine / diethyl ether / Heating

With zinc copper; iodine; In diethyl ether;

DOI:10.1021/ja00312a073

Reference yield:

diiodomethane (75-11-6) + 1-cyclohexen-1-yl methyl ketone cyclic (1S,2S)-1,2-bis<(benzyloxy)methyl>ethylene acetal (99249-39-5) → (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1R,6R)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane (99249-40-8) + (4S,5S)-4,5-Bis-benzyloxymethyl-2-(1S,6S)-bicyclo[4.1.0]hept-1-yl-2-methyl-[1,3]dioxolane (99295-92-8)

Guidance literature:

With zinc copper; iodine; In diethyl ether; Yield given. Yields of byproduct given; Heating;

DOI:10.1021/ja00312a073

upstream raw materials:

diiodomethane

1-cyclohexen-1-yl methyl ketone cyclic (1S,2S)-1,2-bis<(benzyloxy)methyl>ethylene acetal

(2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol

1-cyclohexenyl methyl ketone

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