(Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester

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Chemical Name:(Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester
CAS No.:346441-80-3
Molecular Formula:C₂₉H₃₂N₂O₁₀
Molecular Weight:568.58
Hs Code.:

Synonyms:(Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester

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Chemical Property of (Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester

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Technology Process of (Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester

There total 3 articles about (Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester 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: 72.0%

: 100945-15-1,88568-95-0
N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester

: 127747-11-9
1,3-DIOXOLANE-2,2-DIACETALDEHYDE

: 346441-80-3
(Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(01)00409-9

Reference yield:

: 71022-90-7
diethyl 2,2'-(1,3-dioxolane-2,2-diyl)diacetate

: 346441-80-3
(Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent Spectr_. / DIBAL / toluene / 1.17 h / -78 °C

2: 72 percent / DBU / CH₂Cl₂ / 4 h / 20 °C

With diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene; 2: Horner-Emmons olefination;
DOI:10.1016/S0040-4039(01)00409-9

Reference yield:

: 105-50-0
diethyl 1,3-acetonedicarboxylate

: 346441-80-3
(Z)-2-Benzyloxycarbonylamino-4-[2-((Z)-3-benzyloxycarbonylamino-3-methoxycarbonyl-allyl)-[1,3]dioxolan-2-yl]-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / BF₃*Et₂O / benzene / 24 h / Heating

2: 70 percent Spectr_. / DIBAL / toluene / 1.17 h / -78 °C

3: 72 percent / DBU / CH₂Cl₂ / 4 h / 20 °C

With boron trifluoride diethyl etherate; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene; benzene; 3: Horner-Emmons olefination;
DOI:10.1016/S0040-4039(01)00409-9