(1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl ester

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Chemical Name:(1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl ester
CAS No.:201231-30-3
Molecular Formula:C₂₅H₂₇F₂NO₆
Molecular Weight:475.489
Hs Code.:

Synonyms:

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Chemical Property of (1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl ester

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Technology Process of (1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl ester

There total 14 articles about (1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl 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:

: 128373-64-8
(2S,3E)-1,2-isopropylidene-5-O-benzyl-3-pentene-1,2,5-triol

: 201231-30-3
(1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: bis-(2-methoxy-ethyl) ether / 180 °C

2: HCl / methanol

3: imidazole

4: 1.) PhCOOH, DEAD, 2.) 1 N KOH

5: (PhO)2P(O)N₃, DEAD, Ph₃P

6: H₂ / 5percent Pd/C / ethyl acetate

7: NaHCO₃

8: 5percent HCl / methanol

9: NaIO₄, RuCl₃

11: H₂ / Pd(OH)2 / ethyl acetate

12: NaIO₄, RuCl₃

14: Ti(OBn)4

With 1H-imidazole; tetrabutoxytitanium; hydrogenchloride; ruthenium trichloride; potassium hydroxide; sodium periodate; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; triphenylphosphine; benzoic acid; diethylazodicarboxylate; palladium dihydroxide; palladium on activated charcoal; In methanol; diethylene glycol dimethyl ether; ethyl acetate;
DOI:10.1016/S0960-894X(98)00338-2

Reference yield:

: (S)-1-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-ethane-1,2-diol

: 201231-30-3
(1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: imidazole

2: 1.) PhCOOH, DEAD, 2.) 1 N KOH

3: (PhO)2P(O)N₃, DEAD, Ph₃P

4: H₂ / 5percent Pd/C / ethyl acetate

5: NaHCO₃

6: 5percent HCl / methanol

7: NaIO₄, RuCl₃

9: H₂ / Pd(OH)2 / ethyl acetate

10: NaIO₄, RuCl₃

12: Ti(OBn)4

With 1H-imidazole; tetrabutoxytitanium; hydrogenchloride; ruthenium trichloride; potassium hydroxide; sodium periodate; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; triphenylphosphine; benzoic acid; diethylazodicarboxylate; palladium dihydroxide; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/S0960-894X(98)00338-2

Reference yield:

: 158800-64-7
(S)-4-((1R,3R)-3-Benzyloxymethyl-2,2-difluoro-cyclopropyl)-2,2-dimethyl-[1,3]dioxolane

: 201231-30-3
(1R,3R)-3-((S)-Benzyloxycarbonyl-tert-butoxycarbonylamino-methyl)-2,2-difluoro-cyclopropanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: HCl / methanol

2: imidazole

3: 1.) PhCOOH, DEAD, 2.) 1 N KOH

4: (PhO)2P(O)N₃, DEAD, Ph₃P

5: H₂ / 5percent Pd/C / ethyl acetate

6: NaHCO₃

7: 5percent HCl / methanol

8: NaIO₄, RuCl₃

10: H₂ / Pd(OH)2 / ethyl acetate

11: NaIO₄, RuCl₃

13: Ti(OBn)4

With 1H-imidazole; tetrabutoxytitanium; hydrogenchloride; ruthenium trichloride; potassium hydroxide; sodium periodate; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; triphenylphosphine; benzoic acid; diethylazodicarboxylate; palladium dihydroxide; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/S0960-894X(98)00338-2