(2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS No.: 117129-61-0
• Molecular Formula: C₄₅H₅₁NO₁₄
• Molecular Weight: 829.898

Synonyms:

Chemical Property of (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property:

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Safty Information:

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MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 7 articles about (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl 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:

methyl 2--3-O-benzyl-2-deoxy-α-D-glucopyranoside (87907-35-5) → (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester (117129-61-0)

Guidance literature:

Multi-step reaction with 5 steps

1: triphenylphosphine, diethylazodicarboxylate / tetrahydrofuran / 1 h / 80 °C

2: 85 percent / silver triflate / -25 °C

4: 80 percent / CAN ceric ammonium nitrate / acetonitrile; H₂O / 0.08 h

With ammonium cerium(IV) nitrate; silver trifluoromethanesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; water; acetonitrile;

DOI:10.1016/S0040-4039(00)80304-4

Reference yield:

[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-2-methoxy-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester (117129-62-1) → (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester (117129-61-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / silver triflate / -25 °C

3: 80 percent / CAN ceric ammonium nitrate / acetonitrile; H₂O / 0.08 h

With ammonium cerium(IV) nitrate; silver trifluoromethanesulfonate; In water; acetonitrile;

DOI:10.1016/S0040-4039(00)80304-4

Reference yield:

C29H25BrO9 (117129-63-2) → (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-4-benzyloxy-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester (117129-61-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / silver triflate / -25 °C

3: 80 percent / CAN ceric ammonium nitrate / acetonitrile; H₂O / 0.08 h

With ammonium cerium(IV) nitrate; silver trifluoromethanesulfonate; In water; acetonitrile;

DOI:10.1016/S0040-4039(00)80304-4

upstream raw materials:

methyl 2--3-O-benzyl-2-deoxy-α-D-glucopyranoside

[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-2-methoxy-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

C₂₉H₂₅BrO₉

[(2S,3R,4R,5S,6R)-4-Benzyloxy-5-((4aS,6S,7R,8S,8aR)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-methoxy-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

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