thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester

Base Information

• Chemical Name: thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester
• CAS No.: 112684-52-3
• Molecular Formula: C₄₈H₄₇NO₇S
• Molecular Weight: 781.97

Synonyms:thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester

Chemical Property of thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester

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Technology Process of thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester

There total 3 articles about thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) 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: 73.0%

phenylcarbonochloridothioate (1005-56-7) + (E)-(2S,3R,4R,5R)-2,3,4,6-tetrakis-benzyloxy-5-hydroxyhexanal O-benzyloxime (112684-46-5) → thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester (112684-52-3)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 3.5h;

DOI:10.1021/ol991252b

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) → thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester (112684-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / methanol; pyridine / 3.5 h / 90 °C

2: 73 percent / pyridine / CH₂Cl₂ / 3.5 h / 0 °C

With pyridine; In pyridine; methanol; dichloromethane; 1: Condensation / 2: Condensation;

DOI:10.1021/ol991252b

Reference yield:

N-benzyloxyamine (622-33-3) → thiocarbonic acid O-phenyl ester O-(2,3,4-tris-benzyloxy-5-benzyloxyimino-1-benzyloxymethyl-pentyl) ester (112684-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / methanol; pyridine / 3.5 h / 90 °C

2: 73 percent / pyridine / CH₂Cl₂ / 3.5 h / 0 °C

With pyridine; In pyridine; methanol; dichloromethane; 1: Condensation / 2: Condensation;

DOI:10.1021/ol991252b

upstream raw materials:

phenylcarbonochloridothioate

(E)-(2S,3R,4R,5R)-2,3,4,6-tetrakis-benzyloxy-5-hydroxyhexanal O-benzyloxime

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

N-benzyloxyamine

Downstream raw materials:

O-benzyl-N-[(1R,2S,3S,4R,5S)-2,3,4-tris-benzyloxy-5-benzyloxymethylcyclopentyl]-N-hydroxylamine

O-benzyl-N-[(1R,2S,3S,4R,5R)-2,3,4-tris-benzyloxy-5-benzyloxymethylcyclopentyl]-N-hydroxylamine

N-((1R,2S,3S,4R,5R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-cyclopentyl)-acetamide

N-((1R,2S,3S,4R,5S)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-cyclopentyl)-acetamide

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