3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

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Chemical Name:3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin
CAS No.:929619-15-8
Molecular Formula:C₄₃H₄₅NO₇
Molecular Weight:687.833
Hs Code.:

Synonyms:3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

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Chemical Property of 3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

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Technology Process of 3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

There total 7 articles about 3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin 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: 100.0%

: 929619-14-7
3,2,6-tri-O-benzyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

: 501-53-1,94274-21-2
benzyl chloroformate

: 929619-15-8
3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; at 20 ℃; for 20h;
DOI:10.1021/jo061280p

Reference yield:

: 929619-12-5
allyl 2,3,6-tri-O-benzyl-4-O-(4-methoxybenzyl)-D-glucopyranoside

: 929619-15-8
3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

Guidance literature:: Multi-step reaction with 5 steps

1.1: KOtBu / dimethylsulfoxide / 0.5 h / 100 °C

2.1: I₂ / tetrahydrofuran; H₂O / 6 h / 20 °C

3.1: 940 mg / LiAlH₄ / tetrahydrofuran / 20 h / 0 - 20 °C

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4.42 h / -75 - -5 °C

4.2: NH₄HCO₂; 3 Angstroem molecular sieves / methanol / 0 °C

4.3: 48 percent / NaBH₃CN / methanol / 21 h / 0 - 20 °C

5.1: 100 percent / aq. NaHCO₃ / dioxane / 20 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; potassium tert-butylate; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; 4.1: Swern oxidation;
DOI:10.1021/jo061280p

Reference yield:

: 3,4-bis-benzyloxy-6-benzyloxymethyl-5-(4-methoxy-benzyloxy)-2-propenyloxy-tetrahydro-pyran

: 929619-15-8
3,2,6-tri-O-benzyl-N-benzyloxycarbonyl-4-O-p-methoxybenzyl-1-deoxynojirimycin

Guidance literature:: Multi-step reaction with 4 steps

1.1: I₂ / tetrahydrofuran; H₂O / 6 h / 20 °C

2.1: 940 mg / LiAlH₄ / tetrahydrofuran / 20 h / 0 - 20 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4.42 h / -75 - -5 °C

3.2: NH₄HCO₂; 3 Angstroem molecular sieves / methanol / 0 °C

3.3: 48 percent / NaBH₃CN / methanol / 21 h / 0 - 20 °C

4.1: 100 percent / aq. NaHCO₃ / dioxane / 20 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 3.1: Swern oxidation;
DOI:10.1021/jo061280p