3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

Base Information

Chemical Name:3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester
CAS No.:869194-08-1
Molecular Formula:C₃₀H₄₁NO₁₀S
Molecular Weight:607.722
Hs Code.:

Synonyms:3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

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Chemical Property of 3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

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Technology Process of 3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

There total 7 articles about 3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl 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:

: 2-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-ylmethyl)-2-tert-butoxycarbonylamino-malonic acid monoethyl ester

: 869194-08-1
3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

Guidance literature:: In toluene; at 75 ℃; for 2h;
DOI:10.1021/jo0507901

Reference yield:

: 869194-04-7
1,5-anhydro-2,3-di-O-benzyl-6-bromo-4-O-(methylsulfonyl)-D-glucitol

: 869194-08-1
3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / toluene / 0.5 h / 20 °C

1.2: 56 percent / TBAI / tetrahydrofuran / 17 h / Heating

2.1: NaOH / ethanol / 5 h / 20 °C

3.1: 322 mg / toluene / 2 h / 75 °C

With sodium hydroxide; sodium hydride; In ethanol; toluene;
DOI:10.1021/jo0507901

Reference yield:

: 869194-05-8
1,5-anhydro-2,3-di-O-benzyl-4,6-di-O-(methylsulfonyl)-D-glucitol

: 869194-08-1
3-((2R,3R,4R,5S)-4,5-Bis-benzyloxy-3-methanesulfonyloxy-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / NaBr; TBAB / dimethylsulfoxide / 12 h / 60 °C

2.1: NaH / toluene / 0.5 h / 20 °C

2.2: 56 percent / TBAI / tetrahydrofuran / 17 h / Heating

3.1: NaOH / ethanol / 5 h / 20 °C

4.1: 322 mg / toluene / 2 h / 75 °C

With sodium hydroxide; tetrabutylammomium bromide; sodium hydride; sodium bromide; In ethanol; dimethyl sulfoxide; toluene;
DOI:10.1021/jo0507901