Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 74024-33-2
• Molecular Formula: C₄₅H₄₈N₂O₉S
• Molecular Weight: 792.95

Synonyms:

Chemical Property of Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl ester

There total 2 articles about Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl 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:

Phenyl-carbamic acid (2R,3R,4S,5R,6R)-4-allyloxy-3,5-bis-benzyloxy-6-chloro-tetrahydro-pyran-2-ylmethyl ester → Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl ester (74024-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 0.17 h

2: diethyl ether / Ambient temperature

In diethyl ether; acetonitrile;

DOI:10.1016/S0008-6215(00)85131-9

Reference yield:

2-<4-(p-toluenesulfonamido)-phenyl>ethanol (70274-98-5) + Toluene-4-sulfonic acid (2S,3R,4S,5R,6R)-4-allyloxy-3,5-bis-benzyloxy-6-phenylcarbamoyloxymethyl-tetrahydro-pyran-2-yl ester → Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl ester (74024-33-2)

Guidance literature:

In diethyl ether; Yield given; Ambient temperature;

DOI:10.1016/S0008-6215(00)85131-9

Reference yield:

Phenyl-carbamic acid (2R,3R,4S,5R,6S)-4-allyloxy-3,5-bis-benzyloxy-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-2-ylmethyl ester (74024-33-2) → N-{4-[2-((2S,3R,4S,5R,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-phenyl}-4-methyl-benzenesulfonamide

Guidance literature:

With sodium ethanolate; In ethanol; for 3h; Heating;

DOI:10.1016/S0008-6215(00)85131-9

upstream raw materials:

2-<4-(p-toluenesulfonamido)-phenyl>ethanol

Downstream raw materials:

2-<4-(p-toluenesulfonamido)phenyl>ethyl 2,4-di-O-benzyl-6-O-(N-phenylcarbamoyl)-α-D-glucopyranoside

4-Nitro-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-2-phenylcarbamoyloxymethyl-6-{2-[4-(toluene-4-sulfonylamino)-phenyl]-ethoxy}-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-3-yl ester

N-(4-{2-[(2S,3R,4S,5R,6R)-3,5-Bis-benzyloxy-4-((2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-6-hydroxymethyl-tetrahydro-pyran-2-yloxy]-ethyl}-phenyl)-4-methyl-benzenesulfonamide

N-(4-{2-[(2S,3R,4S,5R,6R)-3,5-Bis-benzyloxy-6-hydroxymethyl-4-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-ethyl}-phenyl)-4-methyl-benzenesulfonamide

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