4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester

Base Information

• Chemical Name: 4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester
• CAS No.: 178170-50-8
• Molecular Formula: C₃₀H₂₉NO₈
• Molecular Weight: 531.562

Synonyms:4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester

Chemical Property of 4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester

Chemical Property:

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Technology Process of 4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester

There total 2 articles about 4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl 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: 96.0%

(S)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-yn-1-ol (127599-67-1) + 4-nitro-benzoic acid (62-23-7) → 4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester (178170-50-8)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1246/bcsj.69.1347

Reference yield:

(S)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-3-trimethylsilanyl-prop-2-yn-1-ol → 4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester (178170-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / tetrabutylammonium fluoride

2: 96 percent / Ph₃P,diethyl azodicarboxylate / tetrahydrofuran / 5 h / Ambient temperature

With tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1246/bcsj.69.1347

Reference yield: 99.0%

4-Nitro-benzoic acid (R)-1-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl ester (178170-50-8) → (R)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-yn-1-ol (178170-51-9)

Guidance literature:

With potassium carbonate; In methanol; for 0.333333h; Ambient temperature;

DOI:10.1246/bcsj.69.1347

upstream raw materials:

(S)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-yn-1-ol

4-nitro-benzoic acid

Downstream raw materials:

(R)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-yn-1-ol

(2S,3R,4S,6S)-6-((S)-1-Azido-prop-2-ynyl)-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

N-[(S)-1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-ynyl]-acetamide

(R)-Azido-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-acetic acid benzyl ester

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