(3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol

Base Information

• Chemical Name: (3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol
• CAS No.: 172909-56-7
• Molecular Formula: C₃₄H₄₀N₂O₁₀
• Molecular Weight: 636.699
• Mol file: 172909-56-7.mol

Synonyms:(3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol

Chemical Property of (3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol

There total 20 articles about (3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol 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:

[1R-(1α,2β,3α,4β,5α)]-N-[2,3,4,5-tetrahydroxy-2-(hydroxymethyl)cyclopentyl]-N'-[2,3,4-tris-O-(phenylmethyl)-α-D-glucopyranosyl]thiourea (172909-55-6) → (3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol (172909-56-7)

Guidance literature:

With mercury(II) oxide; In diethyl ether; acetone;

DOI:10.1021/ja00152a026

Reference yield:

trehazolamine (151061-97-1) → (3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol (172909-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / dimethylformamide / 24 h

2: 45.5 mg / HgO / acetonitrile / 24 h

With mercury(II) oxide; In N,N-dimethyl-formamide; acetonitrile; 1: Addition / 2: Cyclization;

DOI:10.1021/jo980485y

Reference yield:

tri-O-benzyl-α-D-glucose isothiocyanate (172909-54-5) → (3aR,4R,5S,6S,6aS)-4-Hydroxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-ylamino)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazole-4,5,6-triol (172909-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / dimethylformamide / 24 h

2: 45.5 mg / HgO / acetonitrile / 24 h

With mercury(II) oxide; In N,N-dimethyl-formamide; acetonitrile; 1: Addition / 2: Cyclization;

DOI:10.1021/jo980485y

upstream raw materials:

[1R-(1α,2β,3α,4β,5α)]-N-[2,3,4,5-tetrahydroxy-2-(hydroxymethyl)cyclopentyl]-N'-[2,3,4-tris-O-(phenylmethyl)-α-D-glucopyranosyl]thiourea

2,3-di-O-benzyl-4,6-O-benzylidene-D-glucopyranose

trehazolamine

tri-O-benzyl-α-D-glucose isothiocyanate

Downstream raw materials:

trehazolin