2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol

Base Information

Chemical Name:2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol
CAS No.:137423-18-8
Molecular Formula:C₁₀H₁₇N₃O₅
Molecular Weight:259.262
Hs Code.:

Synonyms:2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol

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Chemical Property of 2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol

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Technology Process of 2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol

There total 5 articles about 2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol 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: 86.0%

: 137423-17-7
2L-(2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-2,3-dihydroxy-5-cyclohexen-1-one

: 137423-18-8
2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol;
DOI:10.1016/0040-4039(91)80030-A

Reference yield:

: 53437-75-5
methyl 2-amino-6-bromo-2,6-dideoxy-α-D-altropyranoside

: 137423-18-8
2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol

Guidance literature:: Multi-step reaction with 4 steps

1: 1) iPr₂NEt, 2) DBU / 1) CH₂Cl₂, 15 h, reflux, 2) toluene, 15 h, reflux

2: 5.75 g / Hg(OCOCF₃)2 / acetone; H₂O / 20 h / Ambient temperature

3: 69 percent / Et₃N, MeSO₂Cl / CH₂Cl₂ / 1.5 h / 0 °C

4: 86 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.5 h / 0 °C

With sodium tetrahydroborate; cerium(III) chloride; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; mercury(II) trifluoroacetate; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo00068a045

Reference yield:

: 137423-15-5
Methyl 2-azido-2,6-dideoxy-3,4-bis-O-(methoxymethyl)-α-D-arabino-5-enopyranoside

: 137423-18-8
2L-(1,2,3/4)-4-Azido-2,3-bis-O-(methoxymethyl)-5-cyclohexene-1,2,3-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 5.75 g / Hg(OCOCF₃)2 / acetone; H₂O / 20 h / Ambient temperature

2: 69 percent / Et₃N, MeSO₂Cl / CH₂Cl₂ / 1.5 h / 0 °C

3: 86 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.5 h / 0 °C

With sodium tetrahydroborate; cerium(III) chloride; methanesulfonyl chloride; triethylamine; mercury(II) trifluoroacetate; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo00068a045