benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester

Base Information

Chemical Name:benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester
CAS No.:928777-99-5
Molecular Formula:C₂₁H₂₉F₂NO₇
Molecular Weight:445.461
Hs Code.:

Synonyms:benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester

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Chemical Property of benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester

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Technology Process of benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester

There total 7 articles about benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl 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: 93.5%

: 928777-97-3
[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3,4-dihydroxy-butyl]-carbamic acid tert-butyl ester

: 98-88-4
benzoyl chloride

: 928777-99-5
benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester

Guidance literature:: With pyridine; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/j.tet.2006.12.014

Reference yield:

: 928777-92-8
1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-difluoro-but-3-en-1-ol

: 928777-99-5
benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91.8 percent / pyridine / CH₂Cl₂ / 1 h / -35 - -25 °C

2.1: 74.9 percent / sodium azide / dimethylformamide / 0 - 20 °C

3.1: Ph₃P / tetrahydrofuran / 6 h / 20 °C

3.2: 56.6 percent / water / 40 h / 50 °C

4.1: 94.3 percent / CH₂Cl₂ / 20 °C

5.1: 46.7 percent / NMNO; OsO₄ / acetone; H₂O / 48 h / 20 °C

6.1: 93.5 percent / pyridine / CH₂Cl₂ / 2 h / -78 °C

With pyridine; osmium(VIII) oxide; sodium azide; bis-(2-chloro-ethyl)-methyl-amine oxide; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.12.014

Reference yield:

: 928777-95-1
1-(2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-difluorobut-3-enylamine

: 928777-99-5
benzoic acid 4-tert-butoxycarbonylamino-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-difluoro-2-hydroxy-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 94.3 percent / CH₂Cl₂ / 20 °C

2: 46.7 percent / NMNO; OsO₄ / acetone; H₂O / 48 h / 20 °C

3: 93.5 percent / pyridine / CH₂Cl₂ / 2 h / -78 °C

With pyridine; osmium(VIII) oxide; bis-(2-chloro-ethyl)-methyl-amine oxide; In dichloromethane; water; acetone;
DOI:10.1016/j.tet.2006.12.014