benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester

Base Information

Chemical Name:benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester
CAS No.:928778-03-4
Molecular Formula:C₁₇H₂₁F₂NO₄S
Molecular Weight:373.421
Hs Code.:

Synonyms:benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester

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Chemical Property of benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester

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Technology Process of benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester

There total 5 articles about benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl 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: 64.5%

: 928778-01-2
Benzoic acid (2R,4R)-4-tert-butoxycarbonylamino-3,3-difluoro-2,5-dihydroxy-pentyl ester

: 928778-03-4
benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: Benzoic acid (2R,4R)-4-tert-butoxycarbonylamino-3,3-difluoro-2,5-dihydroxy-pentyl ester; With pyridine; methanesulfonyl chloride; In dichloromethane; at 0 - 20 ℃;

With sodium sulfide; In N,N-dimethyl-formamide; at 80 ℃; for 0.333333h;
DOI:10.1016/j.tet.2006.12.014

Reference yield:

: 928777-96-2
[1-(2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-difluorobut-3-enyl]-carbamic acid tert-butyl ester

: 928778-03-4
benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 46.7 percent / NMNO; OsO₄ / acetone; H₂O / 48 h / 20 °C

2.1: 93.5 percent / pyridine / CH₂Cl₂ / 2 h / -78 °C

3.1: acetic acid / H₂O / 3 h / 50 °C

3.2: NaIO₄ / acetone; H₂O / 3 h / 20 °C

4.1: 0.730 g / NaBH₄ / methanol / 0.33 h / 0 °C

5.1: MsCl; pyridine / CH₂Cl₂ / 0 - 20 °C

5.2: 64.5 percent / Na₂S*9H₂O / dimethylformamide / 0.33 h / 80 °C

With pyridine; sodium tetrahydroborate; osmium(VIII) oxide; bis-(2-chloro-ethyl)-methyl-amine oxide; acetic acid; methanesulfonyl chloride; In methanol; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2006.12.014

Reference yield:

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

: 928778-03-4
benzoic acid 4-tert-butoxycarbonylamino-3,3-difluoro-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93.5 percent / pyridine / CH₂Cl₂ / 2 h / -78 °C

2.1: acetic acid / H₂O / 3 h / 50 °C

2.2: NaIO₄ / acetone; H₂O / 3 h / 20 °C

3.1: 0.730 g / NaBH₄ / methanol / 0.33 h / 0 °C

4.1: MsCl; pyridine / CH₂Cl₂ / 0 - 20 °C

4.2: 64.5 percent / Na₂S*9H₂O / dimethylformamide / 0.33 h / 80 °C

With pyridine; sodium tetrahydroborate; acetic acid; methanesulfonyl chloride; In methanol; dichloromethane; water;
DOI:10.1016/j.tet.2006.12.014