(-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

Base Information

Chemical Name:(-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane
CAS No.:272113-59-4
Molecular Formula:C₅₀H₅₃O₈P
Molecular Weight:812.94
Hs Code.:

Synonyms:(-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

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Chemical Property of (-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

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Technology Process of (-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

There total 11 articles about (-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane 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: 67.0%

: 272113-57-2
(-)-(1R,2R,4S,6S,2'S)-1-(Diphenoxyphosphoryloxy)-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

: 100-51-6,185532-71-2
benzyl alcohol

: 272113-59-4
(-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1039/a909292g

Reference yield:

: 100-39-0
benzyl bromide

: 272113-59-4
(-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / KH / tetrahydrofuran / 3 h / 20 °C

2: 50 percent / BF₃*OEt₂ / toluene / 1 h / 20 °C

3: 90 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

4: 67 percent / NaH / tetrahydrofuran / 2 h / 20 °C

With dmap; boron trifluoride diethyl etherate; potassium hydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Alkylation / 2: Ring cleavage / 3: Esterification / 4: Esterification;
DOI:10.1039/a909292g

Reference yield:

: 140363-96-8
(+)-(1S,2R,4R,6R)-4-Benzyloxy-1,6-epoxycyclohexan-2-ol

: 272113-59-4
(-)-(1R,2R,4S,6S,2'S)-1-[Bis(benzyloxy)phosphoryloxy]-2,4-bis(benzyloxy)-6-(1'-benzyloxy-3'-phenylpropan-2-yloxy)cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / KH / tetrahydrofuran / 3 h / 20 °C

2: 50 percent / BF₃*OEt₂ / toluene / 1 h / 20 °C

3: 90 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

4: 67 percent / NaH / tetrahydrofuran / 2 h / 20 °C

With dmap; boron trifluoride diethyl etherate; potassium hydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Alkylation / 2: Ring cleavage / 3: Esterification / 4: Esterification;
DOI:10.1039/a909292g