1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea

Base Information

• Chemical Name: 1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea
• CAS No.: 77667-89-1
• Molecular Formula: C₄₉H₅₀N₂O₆
• Molecular Weight: 762.946

Synonyms:1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea

Chemical Property of 1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea

Chemical Property:

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Technology Process of 1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea

There total 1 articles about 1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea 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:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + di-p-tolylcarbodiimide (726-42-1) → 1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea (77667-89-1)

Guidance literature:

With copper(l) chloride; at 80 ℃; for 0.0833333h;

DOI:10.1055/s-1986-31617

Reference yield:

N-benzyloxycarbonyl-L-serine benzyl ester (21209-51-8) + 1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea (77667-89-1) → ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-L-serine (77870-95-2) + ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-serine (77870-94-1)

Guidance literature:

With toluene-4-sulfonic acid; at 80 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1055/s-1986-31617

Reference yield:

Z-(S)-Tyr-Gly-OtBu (50715-59-8) + 1,3-Di-p-tolyl-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-isourea (77667-89-1) → {(S)-2-Benzyloxycarbonylamino-3-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionylamino}-acetic acid tert-butyl ester (107932-37-6) + {(S)-2-Benzyloxycarbonylamino-3-[4-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionylamino}-acetic acid tert-butyl ester (107932-36-5)

Guidance literature:

at 80 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1055/s-1986-31617

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

di-p-tolylcarbodiimide

Downstream raw materials:

ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-L-serine

ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-serine

(S)-2-Benzyloxycarbonylamino-3-[4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid tert-butyl ester

(S)-2-Benzyloxycarbonylamino-3-[4-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid tert-butyl ester

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