(S)-2-[(2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-propionic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: (S)-2-[(2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-propionic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 117758-98-2
• Molecular Formula: C₅₄H₆₀Cl₃N₃O₁₂
• Molecular Weight: 1049.44

Synonyms:

Chemical Property of (S)-2-[(2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-propionic acid 2,2,2-trichloro-ethyl ester

Chemical Property:

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Technology Process of (S)-2-[(2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-propionic acid 2,2,2-trichloro-ethyl ester

There total 1 articles about (S)-2-[(2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-propionic acid 2,2,2-trichloro-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:

(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran (4291-68-3,25320-59-6,41110-63-8,67068-83-1,67773-44-8,69237-96-3,92470-93-4,93601-69-5,113829-62-2) + N-(benzyloxycarbonyl)-L-alanyl-L-threonyl-L-alanine 2,2,2-trichloroethyl ester (117747-53-2) → (S)-2-[(2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-propionic acid 2,2,2-trichloro-ethyl ester (117758-98-2)

Guidance literature:

With 2,6-dimethylpyridine; calcium sulfate; tetramethylurea; silver trifluoromethanesulfonate; Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 2 h; 2.) CH₂Cl₂, 6 h, 25 deg C;

DOI:10.1016/0008-6215(88)85096-1

Reference yield:

(S)-2-[(2S,3R)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-propionic acid 2,2,2-trichloro-ethyl ester (117758-98-2) → N-(benzyloxycarbonyl)-L-alanyl-3)>-L-threonyl-L-alanine (117758-99-3)

Guidance literature:

With trifluoroacetic acid; zinc; at 0 ℃; for 4h; Yield given;

DOI:10.1016/0008-6215(88)85096-1

upstream raw materials:

(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran

N-(benzyloxycarbonyl)-L-alanyl-L-threonyl-L-alanine 2,2,2-trichloroethyl ester

Downstream raw materials:

N-(benzyloxycarbonyl)-L-alanyl-3)>-L-threonyl-L-alanine

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