4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid

Base Information

• Chemical Name: 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid
• CAS No.: 400843-98-3
• Molecular Formula: C₄₄H₄₈N₂O₁₁
• Molecular Weight: 780.872
• Mol file: 400843-98-3.mol

Synonyms:4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid

Chemical Property of 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid

There total 10 articles about 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid 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:

((2S,3R,4R,5S,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester → 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid (400843-98-3)

Guidance literature:

Multi-step reaction with 5 steps

1: TMS₂O; TMSOTf; Et₃SiH / tetrahydrofuran

2: Sn(OTf)2 / tetrahydrofuran

3: 71 percent / Me₂NH*BH₃; BF₃*OEt₂ / CH₂Cl₂

4: Zn; AcOH

5: CH₂Cl₂

With triethylsilane; tin(II) trifluoromethanesulfonate; Hexamethyldisiloxane; trimethylsilyl trifluoromethanesulfonate; dimethylamine borane; boron trifluoride diethyl etherate; acetic acid; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-2001-18109

Reference yield:

4-nitrobenzaldehdye (555-16-8) → 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid (400843-98-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / TMS₂O; TMSOTf; Et₃SiH / tetrahydrofuran

2: Sn(OTf)2 / tetrahydrofuran

3: Zn-Cu; acetylacetone / tetrahydrofuran

4: NaNO₂; aq. HCl; NaN₃ / tetrahydrofuran

5: 71 percent / Me₂NH*BH₃; BF₃*OEt₂ / CH₂Cl₂

6: Zn; AcOH

7: CH₂Cl₂

With hydrogenchloride; triethylsilane; tin(II) trifluoromethanesulfonate; sodium azide; Hexamethyldisiloxane; trimethylsilyl trifluoromethanesulfonate; dimethylamine borane; boron trifluoride diethyl etherate; copper; acetic acid; acetylacetone; zinc; sodium nitrite; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-2001-18109

Reference yield:

4-azidobenzaldehyde (24173-36-2) → 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid (400843-98-3)

Guidance literature:

Multi-step reaction with 5 steps

1: TMS₂O; TMSOTf; Et₃SiH / tetrahydrofuran

2: Sn(OTf)2 / tetrahydrofuran

3: 71 percent / Me₂NH*BH₃; BF₃*OEt₂ / CH₂Cl₂

4: Zn; AcOH

5: CH₂Cl₂

With triethylsilane; tin(II) trifluoromethanesulfonate; Hexamethyldisiloxane; trimethylsilyl trifluoromethanesulfonate; dimethylamine borane; boron trifluoride diethyl etherate; acetic acid; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-2001-18109

upstream raw materials:

glutaric anhydride,

4-nitrobenzaldehdye

4-azidobenzaldehyde

[(4aR,6S,7R,8R,8aS)-6-Allyloxy-8-hydroxy-2-(4-nitro-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Downstream raw materials:

3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester