1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene

Base Information

Chemical Name:1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene
CAS No.:153165-88-9
Molecular Formula:C₂₉H₂₉N₃O₆
Molecular Weight:515.566
Hs Code.:

Synonyms:1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene

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Chemical Property of 1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene

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Technology Process of 1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene

There total 8 articles about 1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene 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: 83.0%

: 153165-84-5
1R-(1β,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-2-cyclohexen-1-ol

: 65-85-0,8013-63-6
benzoic acid

: 153165-88-9
1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/S0040-4020(01)87223-9

Reference yield:

: 116003-77-1
2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-α-D-altropyranoside

: 153165-88-9
1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / NBS, CaCO₃ / CCl₄ / 80 °C

2: MeONa / methanol

3: NaH / dimethylformamide

4: 74 percent / Hg(CF₃CO₂)2 / acetone; H₂O / 20 °C

5: 60 percent / mesyl chloride, pyridine / CH₂Cl₂

6: 76 percent / NaBH₄, CeCl₃*7H₂O / methanol

7: 83 percent / PPh₃, DEAD / tetrahydrofuran / Ambient temperature

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride; Hg(II) trifluoroacetate; sodium methylate; sodium hydride; methanesulfonyl chloride; triphenylphosphine; calcium carbonate; diethylazodicarboxylate; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)87223-9

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 153165-88-9
1S-(1α,4α,5β,6β) 4-azido-5,6-bis<(4-methoxyphenyl)methoxy>-1-benzoyl-2-cyclohexene

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide

2: 74 percent / Hg(CF₃CO₂)2 / acetone; H₂O / 20 °C

3: 60 percent / mesyl chloride, pyridine / CH₂Cl₂

4: 76 percent / NaBH₄, CeCl₃*7H₂O / methanol

5: 83 percent / PPh₃, DEAD / tetrahydrofuran / Ambient temperature

With pyridine; sodium tetrahydroborate; cerium(III) chloride; Hg(II) trifluoroacetate; sodium hydride; methanesulfonyl chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)87223-9