(2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester

Base Information

Chemical Name:(2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester
CAS No.:346441-81-4
Molecular Formula:C₂₉H₃₆N₂O₁₀
Molecular Weight:572.612
Hs Code.:

Synonyms:(2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester

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Chemical Property of (2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester

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Technology Process of (2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester

There total 4 articles about (2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl 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: 97.0%

: 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

: 346441-81-4
(2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester

Guidance literature:: With hydrogen; Rh(I)(COD)(S,S) Et-DUPHOS; In methanol; for 24h; under 3620.04 Torr;
DOI:10.1016/S0040-4039(01)00409-9

Reference yield:

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

: 346441-81-4
(2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 97 percent / H₂ / Rh(I)(COD)(S,S) Et-DUPHOS / methanol / 24 h / 3620.04 Torr

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

Reference yield:

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

: 346441-81-4
(2S,7S)-5-(1,3-dioxolane)-2,8-bis[N-benzyloxycarbonylamino]nonane-1,9-dioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 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

4: 97 percent / H₂ / Rh(I)(COD)(S,S) Et-DUPHOS / methanol / 24 h / 3620.04 Torr

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