Bis(phenylmethyl) (1α, 2α, 4α, 5α)-(4,5-diacetyloxy-1,2-cyclohexanediyl)bis(carbamate)

Base Information

Chemical Name:Bis(phenylmethyl) (1α, 2α, 4α, 5α)-(4,5-diacetyloxy-1,2-cyclohexanediyl)bis(carbamate)
CAS No.:108866-62-2
Molecular Formula:C₂₆H₃₀N₂O₈
Molecular Weight:498.533
Hs Code.:

Synonyms:Bis(phenylmethyl) (1α, 2α, 4α, 5α)-(4,5-diacetyloxy-1,2-cyclohexanediyl)bis(carbamate)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Bis(phenylmethyl) (1α, 2α, 4α, 5α)-(4,5-diacetyloxy-1,2-cyclohexanediyl)bis(carbamate)

Chemical Property:

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Technology Process of Bis(phenylmethyl) (1α, 2α, 4α, 5α)-(4,5-diacetyloxy-1,2-cyclohexanediyl)bis(carbamate)

There total 12 articles about Bis(phenylmethyl) (1α, 2α, 4α, 5α)-(4,5-diacetyloxy-1,2-cyclohexanediyl)bis(carbamate) 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: 8.0%

: 108-24-7
acetic anhydride

: 108796-59-4,108866-53-1,108866-54-2,108866-55-3,108866-57-5,108866-59-7
bis(phenylmethyl) (1α,2β,4α,5α)-(4,5-dihydroxy-1,2-cyclohexanediyl)bis(carbamate)

: 108796-62-9,108866-60-0
bis(phenylmethyl) (1α,2β,4α,5α)-(4-(acetyloxy)-5-hydroxy-1,2-cyclohexanediyl)bis(carbamate)

: 108796-63-0,108866-58-6,108866-61-1,108866-62-2
bis(phenylmethyl) (1α,2β,4α,5α)-(4,5-bis(acetyloxy)-1,2-cyclohexanediyl)bis(carbamate)

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; for 22h; Ambient temperature;
DOI:10.1021/jm00391a011

Reference yield:

Ac₂ O: Ac₂ O

: 7529-22-8
4-methylmorpholine N-oxide

: 121-44-8
triethylamine

: 108796-58-3,478856-66-5
benzyl (1R,6S)-6-{[(benzyloxy)carbonyl]amino}-3-cyclohexen-1-ylcarbamate

: 108866-62-2
Bis(phenylmethyl) (1α, 2α, 4α, 5α)-(4,5-diacetyloxy-1,2-cyclohexanediyl)bis(carbamate)

Guidance literature:: With dmap; OsO₄; In chloroform;

Reference yield:

: 99938-59-7,108796-58-3
bis(phenylmethyl) (1α,2β-cyclohexanediyl)bis(carbamate)

: 108796-63-0,108866-58-6,108866-61-1,108866-62-2
bis(phenylmethyl) (1α,2β,4α,5α)-(4,5-bis(acetyloxy)-1,2-cyclohexanediyl)bis(carbamate)

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / water, t-BuOH, N-methylmorpholine N-oxide (NMO), OsO₄ / acetone; CCl₄ / 16 h / Ambient temperature

2: 8 percent / (dimethylamino)pyridine (DMAP), Et₃N / tetrahydrofuran / 22 h / Ambient temperature

3: 87 percent / Jones reagent / acetone / 2 h

4: NaBH₄ / tetrahydrofuran; ethanol / 1 h / -78 °C

5: Et₃N, DMAP / 1 h / Ambient temperature

With dmap; sodium tetrahydroborate; osmium(VIII) oxide; jones reagent; water; 4-methylmorpholine N-oxide; triethylamine; tert-butyl alcohol; In tetrahydrofuran; tetrachloromethane; ethanol; acetone;
DOI:10.1021/jm00391a011